MXPA99003833A - Thienopyrimidine with phosphodiesterase v inhibiting effect - Google Patents

Abstract

The invention relates to thienopyrimidine of the formula (I) as well as to their physiologically acceptable salts, wherein R1, R2, R3, R4, X and n have the meaning cited in Claim 1. Said compounds exhibit a phosphodiesterase V inhibition and can be used in the treatment of cardiovascular diseases and for the treatment and/or therapy potency disorders.

Description

TIENOPIRIMIDINAS WITH FOSFODIESTERASA INHIBITOR EFFECT V s Description of the invention: The invention relates to the compounds of formula I wherein R1 R¿ independently represent H, A, OA, alkenyl, alkynyl, CF ^ or Hal, where one of the radicals R1 or R2 is always? H, R1 and R¿ together also represent alkylene of 3 to 5 carbon atoms, R "independently represent H, A, OA, N02, NH2, NHA, NAA'o Hal, R3 and R4, together, also represent -0-CH2-CH2-, -0-CH2-0- or -0-CH2-CH2-0-, represents a saturated heterocyclic ring of 5 to 7 members that is mono or disubstituted with R5, or a saturated or unsaturated isocyclic ring of to 7 members, mono or disubstituted with R5, REF .: 30015 Rs represents COOH, COOA, CONH2, CONAA ', CONHA, CN, CH2COOH or CH2CH2COOH, A, A' independently represent H or alkyl of 1 to 6 C atoms, * Hal represents F, Cl, Br or í and n is 0, 1, 2 or 3, and its salts are acceptable from the physiological point of view. Pyrimidine derivatives are known, for example, from European Patent No. 201,188 or from World Patent No. 93/06104. The aim of the invention was to develop new compounds with valuable properties, in particular compounds that can be used in the manufacture of medicines. It was found that the compounds of formula I and their salts are well tolerated and possess very valuable pharmacological properties. In particular, these compounds show a specific inhibition of GMP-phosphodiesterase (FDE V). Quinazolines with an inhibitory activity of cGMP-phosphodiesterase are described, for example, in J. Med. Chem. 36, p. 3765 (1993) and in ibid. 37, p. 2106 (1994). The biological activity of the compounds of formula I can be determined, for example, according to the methods described in world patent No. 93/06104.

The affinity of the compounds of the invention for GMPc- and AMPc-phosphodiesterase is determined by means of IC50 values (inhibitor concentration necessary to achieve 50% inhibition of enzymatic activity). « The determinations can be carried out according to known methods and using isolated enzymes (eg W. J. Thompson and sol., Biochem 1971, 10, page 311). To carry out the tests, a modified batch method of W.J. Thompson and M.M. Appleman (Biochem 1979, 18, p.5228). Therefore, the compounds • "are suitable for the treatment of diseases of the cardiocirculatory system, in particular of heart failure, and for the therapy of potency disorders (erectile dysfunction). The use of the substituted pyrazolopyrimidinones for the treatment of impotence is described, for example, in world patent No. 94/28902. The compounds are effective as inhibitors of the contractions induced by phenylephrine in rabbit cavernous body preparations. This biological activity can be verified, for example, according to the method described by F.Holmquist et al. in J. Urol., 150, pp. 1310 to 1315 (1993). The efficacy of the compounds of the invention for the therapy and / or the treatment of the potency disorders is demonstrated through the inhibition of the contraction. The compounds of formula I can be used in medicine and veterinary medicine as active substances of the medicaments. They can also be employed in quality of. intermediate products in the preparation of other active substances of medicines. Consequently, the compounds of formula I and also a process for preparing a) compounds of formula I, according to claim 1, and their salts, wherein X represents a saturated 5- to 7-membered monocyclic heterocyclic ring, are subject of the invention. disubstituted with R 5 and linked through N, characterized in that a compound of formula II is reacted wherein R1, R2, R3, R4 and n have the indicated meanings, and L represents Cl, Br, OH, SCH3 or an esterified and reactive OH group, with a saturated 5- to 7-membered heterocyclic ring that is mono- or disubstituted with R5, wherein R5 has the indicated meaning, or b) compounds of formula I, according to claim 1, and salts thereof, wherein X represents a saturated unsaturated? 4-saturated 7-membered isocyclic ring, mono or disubstituted with R5 and attached through a C, characterized in that a compound of formula III is reacted, wherein R1, R2 and X have the indicated meanings and L represents Cl, Br, OH, SCH3 or an esterified and reactive OH group, with a compound of formula IV wherein R3, R and n have the indicated meanings, or c) in a compound of formula I a residue R3, R4 and / or X is transformed into another residue R3, R4 and / or X either by saponifying an ester or reducing a nitro group , and / or by transforming an acid of formula I into one of its salts by treatment with a base. . The remains R1, R2, R3, R4, X, L and n that appear in this text have the meanings indicated for the formulas I, II, III, IV and V, unless otherwise indicated. A and A 'represent, independently of one another, preferably alkyl of 1 to 6 carbon atoms. In the formulas indicated, the alkyl moiety preferably has a straight chain of 1, 1, 3, 4, 5 or 6 carbon atoms, preferably of 1, 2, 3, 4 or 5 C atoms, and preferably represents methyl, ethyl or propyl, then preferably isopropyl, butyl, isobutyl, sec-butyl or tertbutyl, but also n-pentyl, neopentyl or isopentyl. The alkylene is preferably straight chain and preferably represents propylene, butylene or pentylene. One of the radicals R.sup.1 or R.sup.2 preferably represents H, while the other preferably represents propyl or butyl, but, in particular, preferably ethyl or methyl. R1 and R2 < together, they also preferably represent propylene, butylene or penylene. Hal preferably represents F, Cl or Br, but also I. Alkenyl preferably represents vinyl, 1- or 2-propenyl, 1-butenyl, isobutenyl, sec-butenyl, then preferably 1-pentenyl, isopentenyl or 1-hexenyl. Alkynyl preferably represents ethinyl, propin-1-yl, then butin-1-yl, butin-2-yl, pentyin-1-yl, "pentin-2-yl or pentyin-3-yl. The radicals R3 and R4 can be the same or different and f are preferably in the 3 or 4 position of the phenyl ring. For example, they independently represent H, alkyl, alkoxy, nitro, amino, alkylamino such as, e.g. , methylamino, dialkylamino such as, e.g. , dimethylamino, F, Cl, Br or I, or together represent ethyleneoxy, methylenedioxy or ethylenedioxy. Each may also preferably represent alkoxy such as, for example, methoxy, ethoxy or propoxy. The radical R5 preferably represents, for example, COOH, COOCH3, COOC2H5, CONH2, CON (CH3) 2, CONHCH3, CN, CH2COOH or 'CH2CH2COOH. The radical X preferably represents phenyl, cyclopentyl, cyclohexyl, cycloheptyl, 2,3-dihydro-2-, -3-, 4- or 5-furyl, 2,5-dihydro-2-, -3-, -4 - o-5-furyl, tetrahydro-2- or -3-furyl, 1,3-dioxolan-4-yl, tetrahydro-2 - or -3-triphenyl, 2,3-dihydro-l-, -2 -, -3-, -4- or -5-pyrrolyl, 2,5-dihydro-1-, -2-, -3-, -4- or -5-pyrrolyl, 1-, 2- or 3-pyrrolidinyl , tetrahydro-1-, -2- or -4-imidazolyl, 2,3-dihydro-1-, -2-, -3-, -4- or -5-pyrazolyl, tetrahydro-1-, -3- or -4-pyrazolyl, 1,4-dihydro-1-, -2-, -3- or -4-pyridyl, 1, 2, 3, 4-tetrahydro-l-, -2-, -3-, -4 -, -5- or -6-pyridyl, 1-, 2-, 3- or 4-piperidinyl, 2-, 3-or 4-morpholinyl, tetrahydro-2-, -3- or -4-pyranyl, 1, 4-dioxani-lo, 1,3-dioxan-2-, -4- or -5-yl, hexahydro-1-, -3- or -4-pyridazinyl, hexahydro-1-, -2-, - 4- or -5-pyrimidinyl, 1-, 2- or 3-, piperazinyl, 1, 2, 3, 4-tetrahydro-1-, -2-, -3-, -4-, -5-, -6 -, -7- or -8-quinoline or 1,2,3, 4-tetrahydro-1-, -2-, -3-, -4-, -5-, -6-, -7-u -8-isoquinoline mono or disubstituted with COOH, COOCH3, COOC2H5, CONH2, CON (CH3) 2, -CONHCH3 or CN. All the remains that appear repeatedly in the present invention can be the same or different, that is, they are independent of each other.; Accordingly, a particular object of the invention are those compounds of formula I in which at least one of the mentioned moieties has one of the preferred meanings indicated above. Some preferred groups of compounds can be represented by the partial formulas indicated below, which correspond to formula I and in which the moieties which are not explicitly detailed have the meaning indicated for formula I, namely : in X represents phenyl, 1-piperidinyl or cyclohexyl mono or disubstituted with COOH, COOA, CONH2, CONAA ', CONHA, CN, CH2COOH or CH2CH2COOH; in Ib R1, R2 independently represent H, A, OA, N02, CF3 or Hal, always being at least one of the residues R1 or R2? of H, R5 and R * together, represent -0-CH2-CH2-, -0-CH2-0- "or -0-CH2-CH2-0, represents phenyl, 1-piperidinyl or cyclohexyl mono or disubstituted with COOH, COOA, "CONH2, CONAA ', CONHA, CN, CH2COOH or CH2CH2COOH, and n is 1; e R' R¿ independently represent H, A, OA, N02, CF3 or Hal, always being at least one of the residues R1 or R2 of H, RJ independently represent H, A, OA, Hal, N02, NH2, NHA or NAA ', X represents phenyl, 1-piperidinyl or cyclohexyl mono or disubstituted with COOH, COOA, CONH2, CONAA', CONHA, CN, CH2COOH or CH2CH2COOH, and n is 1 in Id R1 and R2 together represent alkylene of 3 to 5 C atoms, R3 and R4, together, represent -0-CH2-CH2-, -0-CH2-0- or -0-CH2 -CH2-0, X represents phenyl, 1-piperidinyl "or cyclohexyl mono or disubstituted with COOH, COOA, C0NH2, CONAA ', CONHA, CN, CH2COOH or CH2CH2COOH and n is 1; in R 1 and R 2 together they represent alkylene of 3 to 5 and C atoms, R 3, R 4 independently represent H, A ,. OA, Hal, N02, NH2, NHA or NAA ', X represents phenyl, 1-piperidinyl or cyclohexyl mono- or di-substituted with COOH, COOA, C0NH2, CONAA', -CONHA, CN, CH-COOH or CH-, CH2COOH and n Commonly, both the compounds of formula I and the starting materials for their preparation are prepared according to methods known per se, as described in the literature (for example, in certain works such as Houben's). Weyl, "Methoden der organischen Chemie" (Methods of Organic Chemistry), Georg-Thieme-Verlag, Stuttgart) and under reaction conditions that are known and suitable for the reactions mentioned. You can also make use of known variants of these methods that are not detailed in this text. In the compounds of formulas II, III and IV, the radicals R.sub.1, R.sub.2, R.sub.3, R.sub.4, X and n have the indicated meanings, in particular they have the preferred meanings as indicated above. When L represents an esterified and reactive group of OH, said group is preferably alkylsulfonyloxy of 1 to 6 carbon atoms, (preferably 1-ylsulfonyloxy) or arylsulphonyloxy of 1 to 10 carbon atoms (preferably 5-phenylsulphonyloxy or p-t-alkylsulfonyloxy, then also 2- naphthalenesulfonyloxy). If desired, the starting materials can be prepared in situ, but in such a way that instead of isolating them from the reaction mixture they are directly reacted to form the compounds of formula I. Otherwise, it is also possible to carry out the reaction in stages. Compounds of formula I, in which X is bonded via N to the thienopyrimidine ring system, can be prepared preferably by reacting compounds of formula II with a saturated 5- to 7-membered heterocycle which may be unsubstituted or mono or disubstituted with COOH, COOA, C0 H2, CONAA 'or CN. The starting compounds of formula II are known in part. If they are not known, they can be prepared according to methods known per se. The precursors of the compounds of formula II can be obtained, for example, by cyclization and halogenization as described in J. Med. Chem. 24, p. 374 (1981). The compounds of formula II are obtained by subsequent reaction with arylalkylamines. In particular, the reaction of the compounds of formula II with the heterocycle containing a group of NH is carried out in the presence or absence of an inert solvent and at temperatures run between ca. -20 and approx. 150 °, preferably between 20 and 100 °. It is convenient to add an acid-trapping agent, for example, an alkali metal or alkaline earth metal hydroxide, carbonate or bicarbonate or other salt of a weak acid and an alkali metal or alkaline earth metal, preferably a salt of potassium, sodium or calcium. It may also be convenient to add an organic base such as triethylamine, dimethylamine, pyridine or quinoline, or an excess of the amine component. As the inert solvent, for example, hydrocarbons such as hexane, petroleum ether, benzene, toluene or xylene are suitable.; chlorinated hydrocarbons such as trichlorethylene, 1,2-dichloroethane, carbon tetrachloride, chloroform or dichloromethane; alcohols such as methanol, ethanol, isopropanol, n-propanol, n-butanol or tert-butanol; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran (THF) or dioxane; glycol ethers such as ethylene glycol monomethyl ether (methyl glycol), ethylene glycol monoethyl ether (ethyl glycol) or ethylene glycol dimethyl ether (diglyme); ketones such as acetone or butanone; amides such as acetamide, dimethylacetamide or dimethylformamide (DMF); nitriles such as acetonitrile; sulfoxides such as dimethyl sulfoxide (DMSO); nitro compounds such as nitromethane or nitrobenzene; esters such as ethyl acetate or mixtures of the solvents mentioned. The compounds of formula I, in which X is linked through a C to the thienopyrimidine ring system; they can be obtained by reaction of compounds of formula III with compounds of formula IV. In general, the starting compounds of formula IV and V are known. If they are not known, they can be prepared according to methods known per se. The compounds of formula III can be prepared, for example, by reaction of POCL-. with compounds obtained from thiophene derivatives and CN-substituted isocycles (Eur. J. Med. Chem., 23., pp. 453 (1988). The reaction of the compounds of formula III with the compounds of formula IV is performed under similar conditions, with respect to the reaction time, temperature and solvent, to those used for the reaction of the compounds of formula II with the heterocycles containing NH.

It is also possible to convert in a compound of formula I a radical R3 and / or R4 into another radical R3 and / or R4 either by, for example, reducing nitro groups (for example, by hydrogenation with nickel -Raney or Pd on carbon in a inert solvent such as methanol or ethanol) to "amino groups" or "hydrolyzing groups" or "COOH groups." An acid of "formula I can be converted into its salt by the addition of a base", for example, by reacting equivalent amounts of the acid and the base in an inert solvent such as ethanol and then concentrating by evaporation. For this reaction, it is necessary to take into account in particular the bases that form salts that are acceptable from a physiological point of view. By using a base (for example sodium or potassium hydroxide or carbonate), the acid of formula I can be converted into its corresponding metal salt, in particular its alkali metal or alkaline earth metal salt, or its corresponding ammonium salt. On the other hand, a base of formula I can be converted to its salt by the addition of an acid, for example, by reacting equivalent amounts of the base and the acid in an inert solvent such as ethanol and then concentrating by evaporation. For this reaction, it is particularly important to take into account the acids that form salts that are acceptable from a physiological point of view. Therefore, inorganic acids such as, for example, sulfuric acid, nitric acid, hydrocides such as hydrochloric or hydrobromic acid, phosphoric acids such as orthophosphoric acid, sulfamic acid, and organic acids, in particular, the aliphatic, alicyclic, araliphatic, aromatic or heterocyclic mono- or polybasic carboxylic, sulfonic or sulfuric acids, such as, for example, formic, acetic, propionic, pivalic, diethylacetic, malonic, succinic, pimelic, fumaric, maleic, lactic, tartaric, malic, citric, gluconic, ascorbic, nicotinic, isonicotinic, methansulphonic or ethanesulfonic, ethanedisulfonic, 2-hydroxyethanesulphonic, benzenesulfonic, p-toluenesulfonic, naphthalenedisulphonic and naph alenmonpsulphonic, lauryl sulfuric. Salts of physiologically unacceptable acids, for example picrates, can be used to isolate and / or purify the compounds of formula I. Another object of the present invention is the use of the compounds of formula I and / or of its physiologically acceptable salts in the preparation of pharmaceutical preparations, in particular by non-chemical methods. In this way, these compounds can be brought into a suitable dosage form together with at least one excipient or auxiliary solid, liquid and / or semi-liquid product and optionally in combination with one or more different active substances.

Another object of the invention are medicaments of formula I and their physiologically acceptable salts which act as inhibitors of phosphodiesterase V. Pharmaceutical preparations containing at least one compound of formula I and / or one of its salts acceptable from the physiological point of view. These preparations can be used in medicine and veterinary medicine as medicines. Suitable excipients include organic or inorganic substances which are suitable for enteral (eg oral), parenteral or topical administration and which do not react with the new compounds, eg water, oils vegetable, benzylalcohols, alkylene glycol, polyethylene glycols, glycerin triacetate, gelatin, carbohydrates such as lactose and starch, magnesium stearate, talc, petrolatum. For oral administration, tablets, pills, dragees, capsules, powders, granules, syrups, juices or drops are used for rectal administration of suppositories for parenteral administration., preferably oily or aqueous solutions, also suspensions, emulsions or implants, and for topical application ointments, creams or powders. The new compounds can also be lyophilized and the lyophilized products thus obtained can be used, e.g. , for the preparation of injectable preparations. The preparations mentioned can be sterilized and / or contain auxiliary substances such as lubricants, preservatives, stabilizers and / or wetting agents, emulsifying agents, salts for influencing the osmotic pressure, pH regulating substances, dyes, flavors and / or a or several different active substances, such as, for example, one or several vitamins. The compounds of formula I and their physiologically acceptable salts can be used to combat diseases in which an increase of. cGMP level (cyclic guanosine monophosphate) stops or prevents inflammation and relaxes the muscles. In particular, these compounds can be used for the treatment of diseases of the cardiac circulation system and for the therapy of the disorders of potency. In general, the substances are administered in doses between approximately 1 and 500 mg, in particular between 5 and 100 mg per dosage unit. The daily dose preferably ranges between 0.02 and 10 mg / kg of body weight. However, the particular dose for each patient depends on a wide variety of factors, namely: the efficacy of the particular compound being administered, age, body weight, general health, sex, diet , of the moment and of the form of administration, of the rate of excretion, of the combination of drugs and of the severity of the disease to which the therapy is applied. Oral administration is preferred. All temperatures indicated in this text 'are given in ° C. In the examples that follow, the expression "is worked or treated in the usual way" means the following: if necessary, water is added / added, the pH is possibly adjusted to values between "2 and 10" according to the constitution of the final product The mixture is extracted with ethyl acetate or dichloromethane, the phases are separated, the organic phase is dried over sodium sulfate, concentrated by evaporation and purified by chromatography on silica gel and / or by recrystallization. ): The (ionization by electronic impact) M * FAB (fast atom bombardment); "Fast Atom Bombardment"): (M + H) * Example 1 To a solution of 3.29 g of 2,4-dichloro-6-methyl-thione- [2, 3-d] -pyrimidine in 80 ml of dichloromethane is added 3.02 g of 3,4-methylenedioxybenzylamine ("A"), and after adding 1.52 g of triethylamine it is stirred for 12 hours at room temperature. The solvent is removed and the mixture is worked in the usual manner. 3.38 g of 2-chloro-6-methyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidine, m.p. 162 °. 19 Analogously, by reaction of "A" with 2,4-dichloro-5-methyl-thieno- [2, 3-d] -pyrimidine, 2-chloro-5-methyl-4- (3, 4-methylenedioxybenzylamine) -thieno- ' [2, 3 -d] -pyrimidine; with 2,4-dichloro-5,6 / 7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6,7,8-tetrahydro-4- (3,4-methylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidine, mp 222 °; with 2,4-dichloro-5,6-cyclopentene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cyclopentene-4- (3,4-methylenedioxybenzylamine) ) - [1] -benzo-ieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cycloheptene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cycloheptene-4 - (3,4-methylenedioxybenzylamine ) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-6-ethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-ethyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2, 3-d] -pyrimidine, mp 148 °; with 2,4,6-trimethyl-ieno- [2,3-d] -pyrimidine, 2,6-dichloro-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidine, - with 2,4,5-trichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2,5-dichloro-6-methyl-4- (3,4-methylenedioxybenzylamino) -thieno- [ 2, 3-d] -pyrimidine; on 2, 4-dichloro-6-nitro-thieno- [2,3-d] -pyrimidine, 2-chloro-6-nitro-4- (3,4-methylenedioxybenzylamino) -thieno- [2, 3-d] ] -pyrimidine; on 2, 4-dichloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5,6-dichloro-4- (3,4-methylenedioxybenzylamine) -thieno- [2, 3-d] -pyrimidine; with 2, 4-dichloro-6-trifluoromethyl-thieno- [2, 3-d] -pyrimidine, 2-chloro-6-trifluoromethyl-4- (3,4-methylenedioxybenzylamine) -thien- [2, 3 -d] -pyrimidine. Analogously, we obtain,; by reaction- of 3-cyano-4-methoxy-benzylamine with 2,4-d? chloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-methyl 4- (3 -chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5-methyl-thieno- [2, 3-d] -pyrimidine, 2-chloro-5-methyl-4 - (3-chloro-4-methoxybenzylamino) -thieno- [2, 3 -d] -pyrimidma; with 2,4-dichloro-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6,7,8-te rah dro-4 - (3-chloro-4-methoxybenzyl amino) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cyclopen-ene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cyclopentene-4- (3-chloro-4-) methoxybenzylamine) - [1] -benzothieno- [2, 3-d] -pyrimidine; with 2,4-dichloro-5,6-cycloheptene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cycloheptene-4- (3-chloro-4-methoxybenzyl) - no) - [I] -benzothieno- [2, 3-d] -pyrimidine; with 2, 4-dichloro-6-etiJ.-thieno- [2, 3-d] -pyrimidine, 2-chloro-6-ethyl'-4- (3-chloro-4-methoxybenzylamino) -thieno- [2, 3-d] -pyrimidine; with 2,4,6-trichloro-thieno- [2,3-d] -pyrimidine, ia 2,6-dichloro-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] - p rimidma; with 2,4,5-tr? chlor-6-methyl-thieno- [2,3-d] -pyrimidine, 2,5-dichloro-6-methyl-4- (3-chloro-4-methoxybenzylamine) - thieno- [2,3-d] -pyr ^ midina; with 2, 4-d? chloro-6-n? tro-thieno- [2,3-d] -pyrimidine, 2-chloro-6-mtro-4- (3-chloro-4-methoxybenzylamino) -thieno- [2, 3-d] -pyrimidma; with 2,4-d-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5,6-dimethyl-4- (3-chloro-4-methoxybenzylamine) - thieno- [2,3-d] -pyrirnidine; with 2,4-d-chloro-6-r-oromethyl-2-pyrimidine [2, 3-d] -pyrimidine, 2-chloro-6-tr? fucrcmethyl-4- (3-chloro-4-methoxybenzylamine) -t ene- [2, 3 -d] -pinmidine. Analogously, it is obtained by reaction of 3,4-dimethoxy-benzylamine with 2,4-dichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-methyl-4- (3,4-dimethoxybenzylamino) -thieno- [2, 3-d] -pyrimidine; with 2, 4-dichloro-5-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5-methyl-4- (3,4-dimethoxybenzylamine) -thieno- [2, 3-d] ] -pyrimidine; with 2,4-dichloro-5,6 *, 7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6,7,8-tetrahydro-4 - (3,4-dimethoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cyclopentene- [1] -benzothieno- [2, 3-d] -pyrimidine, 2-chloro-5,6-cyclopentene-4 - (3,4-dimethoxybenzylamine) - [1] -benzothieno- [2, ^ 3-d] -pyrimidine; with 2,4-dichloro-5,6-cycloheptene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cycloheptene-4 - (3,4-dimethoxybenzylamine) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2, 4-dichloro-6-ethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-ethyl-4- (3,4-dimethoxybenzylamino) -thieno- [2,3- d] ] -pyrimidine; with 2,4,6-trichloro-thieno- [2,3-d] -pyrimidine, 2,6-dichloro-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidine; with 2,4,5-trichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2,5-dichloro-6-methyl-4- (3,4-dimethoxybenzylamino) - ieno- [2 , 3-d] -pyrimidine; on 2, 4-dichloro-6-nitro-thieno- [2,3-d] -pyrimidine, 2-chloro-6-nitro-4- (3,4-dimethoxybenzylamino) -thieno- [2, 3- d] -pyrimidine; with 2, 4-dichloro-5,6-djmethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5,6-dimemethyl-4- (3,4-dimethoxybenzylamine) -thieno- [2 , 3-d] -pyrimidine; with 2,4-dichloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-trifluoromethyl-4- (3,4-dimethoxybenzylamino) -thieno- [2, 3 - d] -pyrimidine. * Analogously, by reaction of benzylamine with 2,4-dichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-methyl-4-benzylamino-thieno- [ 2,3-d] -pyrimidine; with 2, 4-dichloro-5-yl-ieno- [2,3-d] -pyrimidine, 2-chloro-5-methyl-4-benzylamino-thieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6,7,8-tetrahydro- [1] -benzo-ene- [2,3-d] -pyrimidine, 2-chloro-5,6,7,8-tetrahydro-4 -benzylamino- [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cyclopentene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cyclopentene-4-benzylamino- [1] -benzothieno- [2, 3 -d] -pyrimidine; with 2,4-di-chloro-5,6-cycloheptene- [1] -benzothieno- [2,3-d] - "pyrimidine, 2-chloro-5,6-cycloheptene-benzylamino- [1] -benzothien - [2,3 -d] -pyrimidine; with 2, 4-dichloro-6-etiyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-ethyl-4-benzylamino-thieno- [2,3-d] -pyrimidine; with 2,4,6-trichloro-ieno- [2,3-d] -pyrimidine, 2,6-dichloro-4-benzylamino-thieno- [2,3-d] -pyrimidine; with 2, 4, 5-trichloro-6-methyl-thieno- [2, 3-d] -pyrimidine, 2,5-dichloro-6-methyl-4-benzylamino-thieno- [2,3-d] - pyrimidine; with 2, 4-dichloro-e-nitr? v-thieno- [2,3-d] -pyrimidine, 2-chloro-6-n? tro-4-benzylamino-thieno- [2,3-d] - pyrimidine; with 2,4-dichloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidine, 2-cioro-5,6-dimethyl-4-benzylamino-thieno- [2,3-d] - pyrimidine; with 2, 4-dichloro-6-tpfluoromethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-trifluoromethyl-4-benzylamino-thieno- [2,3-d] -pyrimidine. Analogously, it is obtained by reaction of 4-fluorobenzylamine with 2,4-dichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-methyl-4- (4-fluorobenzylamine ) -tiene- [2,3-d] -pyrimidine; with 2, 4-dichloro-5-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5-methyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] - pyrimidine; with 2,4-dichloro-5,6-, 7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6,7,8-tetrahydro- 4- (4-fluorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cyclopentene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cyclopentene-4- (4-fluorobenzylamino) - [1 ] - benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cycloheptene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cycloheptene-4 - (4-fluorobenzylamino) - [ 1] - benzothieno- [2, 3 -d] -pyrimidine; with 2,4-dichloro-6-ethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-ethyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidine; with 2,4,6-trichlorothieno- [2,3-d] -pyrimidine, 2,6-dichloro-4- (4-fiuorobenzylamino) -thieno- [2,3-d] -pyrimidine; with 2,4,5-tpcioro-6-methyl-thieno- [2,3-d] -pyrimidine, 2,5-dichloro-6-methyl-4- (4-fluorobenzylamino) -thieno- [2,3 -d] -pyrimidine, - on 2,4-dichloro-6-nitro-thieno- [2,3-d] -pyrimidine, 2-chloro-6-nitro-4- (4-fluorobenzylamino) -thieno- [ 2,3-d] - pyrimidine; with 2,4-d-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5,6-dimethyl-4- (4-fluorobenzylamino) -thieno- [ 2, 3-d] -pyrimidine; with 2, 4-dichloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-trifluoromethyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] - pyrimidine. Analogously, by the reaction of 3,4-dichlorobenzylamine with 2,4-dichloro-6-methyl-thieno- [2,3-d] -pyrimidine, the 2-chloro-6-me iL ^ 4- ( 3, 4-dichlorobenzylamino) -thieno- [2,3-d] -p rimidine; with 2,4-dCyoro-5-methyl-t-ene- [2,3-d] -pyrimidine, 2-chloro-5-methyl-1-4- (3,4-dichlorobenzylamino) -thieno- [ 2,3-d] -pyrimidma; with 2, 4-dichloro-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6,7,8-tetrahydro- 4 - (3,4-dichlorobenzylamino) - [1] -benzothieno- [2,3-d] -p rim dma; with 2,4-dichloro-5,6-cyclopentene- [1] -benzo-ieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cyclopentene-4 - (3,4-dichlorobenzylamine) - [1] -benzothieno- [2,3-d] -pyrimidine, -with 2,4-dichloro-5,6-cycloheptene- [1] -benzothieno- [2,3-d] -pyrimidine, 2- chloro-5,6-cycloheptene-4- (3,4-dichlorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-6-ethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-ethyl-4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] ] -pyrimidine; with 2,4,6-trichloro-thieno- [2,3-d] -pyrimidine, 2,6-dichloro-4- (.3,4-dichlorobenzylamino) - ieno- [2,3-d] -pyrimidine; with 2,4,5-trichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2,5-dichloro-6-methyl-4 - (3,4-dichlorobenzylamino) -thieno- [ 2,3-d] -pyrimidine; with 2, 4-dichloro-6-nitro-thieno- [2,3-d] -pyrimidine, 2-chloro-6-nitro-4- (3,4-dichlorobenzylamino) -thieno- [2,3- d] ] -pyrimidine; with 2, 4-dichloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5,6-dimethyl-4- (3,4-dichlorobenzylamino) -thieno- [2, 3-d] -pyrimidine; with 2,4-dichloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-trifluoromethyl-4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] ] -pyrimidine. Analogously, it is obtained by reaction of 3-nitrobenzylamine with 2,4-dichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-methyl-4- (3-nitrobenzylamino) -thien- [2, 3 -d] -pyrimidine; with 2,4-dichloro-5-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5-methyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidine; With 2,4-dichloro-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6,7,8-tetrahydro-4 - (3-nitrobenzylamino) - [1] -benzothieno- [2, 3-d] -pyrimidine; with 2,4-dichloro-5,6-cyclopentene- [1] -benzothieno- [2 ', 3-d] -pyrimidine, 2-chloro-5,6-cyclopentene-4- (3-n-robenzylamino) - [1] - benzothieno- [2,3-dj-pyrimidine; with 2,4-dichloro-5,6-c-cloheptene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-c-cloheptene-4- (3-nitrobenzylamine ) - [1] - benzothieno- [2,3-d] -pyrimidine, -with 2,4-dichloro-6-ethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-ethyl -4- (3-nitrobenzylamino) -thieno -. [2, 3-d] -pyrimidine; with 2,4,6-trichloro-thieno- [2,3-d] -pyrimidine, 2,6-dichloro-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidine; with 2,4,5-trichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2,5-dichloro-6-methyl-4- (3-nitrobenzylamino) -thieno- [2,3 - d] -pyrimidine; with 2,4-dichloro-6-nitro-thieno- [2, 3-d] -pyrimidine, ia 2 -chloro-6-nitro-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-dj.methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5,6-di-methyl-4- (3-nitrobenzylamino) -thieno- [2,3- d] -pyrimidine; with 2,4-dichloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidine, and 2-chloro-6-trifluoromethyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] - pyrimidine. In an analogous manner, by reaction of 3,4-mendylend oxyphene-ilamine with 2,4-dichloro-6-methyl-2-thieno- [2,3-d] -pyrimidine, 2-chloro-6-methyl -4- (3,4-methylenediox-phenethylamino) -thieno- [2,3-d] -pinmidine; with 2, 4-dichloro-5-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5-methyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2, 3-d] ] -pipmidma, -with 2, 4-dichloro-5,6,7,8-tetrahydro- [1] -benzothieno - [2, 3-d] -pyrimidine, 2-chloro-5,6,7, 8 -tetrahydro-4- (3,4-methylenedioxyphene-ylamino) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cyclopentene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cyclopentene-4- (3,4-methylenedioxyphenethylamine) ) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cycloheptene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cycloheptene-4- (3,4-methylenedioxyphenethylamino) - [ 1] -benzot ene- [2,3-d] -pyrimidine; with 2,4-dichloro-6-ethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-ethyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] ] -pyrimidine; with 2,4,6-trichloro-thieno- [2,3-d] -pyrimidine, 2,6-dichloro-4- (3,4-melenedioxy-phenethylamino) -thieno- [2,3-d] -pipmidine; with 2,4,5-trichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2,5-dichloro-6-methyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2] , 3-d] -pyrimidine; with 2, 4-dichloro-6-nitro-thieno- [2,3-d] -pyrimidine, 2-cioro-6-nitro-4- (3,4-melenedioxyphenethylamino) -thieno- [2,3- d] -pipmidma; with 2,4-dichloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5,6-d? met? l-4- (3,4-methylenedioxyphenethylamino) - thieno- [2,3-d] -pyrimidma; with 2,4-dichloro-6-trifluoromethi-thieno- [2,3-d] -pyrimidine, 2-chloro-6-trifluoromethyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] ] -pyrimidma. Analogously, it is obtained by reaction of 3,4-ethylenedioxybenzylamine with 2,4-dichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-methyl-4- (3, 4-ethylenedioxybenzylamino) -thieno- 4 [2,3-d] -pyrimidine; with 2,4-d-chloro-5-methyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5-methyl-4- (3, 4-ethylenedioxybenzylamino) -thieno- [2, 3 d] -pyrimidine; with 2,4-dichloro-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6,7,8-tetrahydro-4- (3,4-ethylenedioxybenzyl amino) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2,4-dichloro-5,6-cyclopentene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cycloDpentene-4 - (3,4-ethylenedioxybenzylamine) - [1] -benzothieno- [2,3-d] -pyrimidma; with 2,4-dichloro-5,6-cycloheptene- [1] -benzothieno- [2,3-d] -pyrimidine, 2-chloro-5,6-cycloheptene-4 - (3,4-ethylenedioxybenzylamine) - [1] -benzothieno- [2,3-d] -pyrimidine; with 2, 4-dichloro-6-yl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-et l-4 - (3,4-ethylenedioxybenzylamino) -thieno- [2, 3 -d] -pyrimidma; with 2, 4, 6-tr? chlor-t? ene- [2,3-d] -pyrimidine, 2,6-dichloro-4- (3,4-ethylened? oxybenzylamino) -thieno- [2,3 - d] -pir midma; on 2,4,5-trichloro-6-methyl-thieno- [2,3-d] -pyrimidine, 2, 5-dichloro-6-methyl-4- (3,4-ethylenedioxybenzylamino) -thieno- [2 , 3-d] -pyrimidine; on 2, 4-dichloro-6-nitro-thieno- [2,3-d] -pyrimidine, la-2-chloro-6-nitro-4- (3,4-ethylenedioxybenzylamino) - ieno- [2,3-d] -pirimidiria; i with 2,4-dichloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-5,6-dimethyl-4- (3,4-ethylenedioxybenzylamino) -thieno- [ 2,3-d] -pyrimidine; with 2, 4-dichloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidine, 2-chloro-6-trifluoromethyl-4- (3,4-ethylenedioxybenzylamine) -thien- [2 , 3-d] -pyrimidine. Example 2 1, 67 g of 2-clsTo-6-methyl-4 - (3,4-methylenedioxybenzyl-amino) -thieno- [2,3-d] -pyrimidine and 3 g of piperidine-4-carboxylate of ethyl ether is heated for 3 hours at 130 ° C. After cooling, the residue is dissolved in dichloromethane and the solution is worked up in a conventional manner. 0.5 g of ethyl 1- [6-methyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] pyrimidin-2-yl] -piperidin-4-carboxylate is obtained. The compounds indicated below are obtained by analogous reaction of ethyl p-peridin-4-carboxylate with the 2-chloro-thieno- [2,3-d] -pyrimidine derivatives obtained in Example 1 and which are substituted in position 4 with an arylalkylamino group. 1- [3-methyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5, 6, 7, 8 -tetrahydro-4 - (3, 4 -meti lendioxibenci lamino) - « [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5,6-cyclopentene-4 - (3,4-methylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5,6-cycloheptene-4- (3,4-methylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate ethyl; 1- [ethyl 6-ethyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -p] rimidin-2-yl] -piperidin-4-carboxylate; 1- [6-chloro-4- (3, 4- > trtetilendioxibenciland.no) -thieno- [2,3-d] -pyr] midin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5-chloro-6-methyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -p? Per? Din-4-ethylcarboxylate; 1- [6-Nitro-4- (3,4-methyexydoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5,6-dimethyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-trifluoromethyl -4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid ethyl ester; 1- [6-methyl-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5-Methyl-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5, 6, 7, 8-tetrahydro-4- (3-chloro-4-methoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4- ethyl carboxylate; t 1- [5,6-cyclopentene-4- (3-chloro-4-methoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5,6-cycloheptene-4- (3-chloro-4-methoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylate ethyl; 1- [6-ethyl-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -p? R? M dm-2-yl] -piperie-.in-4-carboxylate ethyl; 1- [6-Chloro-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyr] midin-2-yl] -piperidine-4-carboxylic acid ethyl ester, - 1- [ 5-Chloro-6-methyl-4- (3-chloro-4-methoxybenzylamino) -thieno- [2, 3-d] -p? R? Mid? N-2-yl] -p? Perid? N -4-ethyl carboxylate; 1- [6-Nitro-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidm-4-ethylcarboxylate; 1- [5,6-dimethyl-4 - (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piper? Din-4-carboxylic acid ethyl ester; 1- [6-tr? iuoromethyl-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-methyl-4- (3, 4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; Ethyl 1- [5-methyl-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carbsxylate; 1- [5,6,7,8-tetrahydro-4- (3,4-dimethoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate ethyl; 1- [5,6-Cyclopentene-4 - (3,4-dimethoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid ethyl ester; 1- [5,6-Cycloheptene-4 - (3,4-dimethoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrim-din-2-yl] -piperidin-4-carboxylate ethyl; l- [6-ethyl-4- (3,4-r-ethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-ii] -piperidin-4-ethylcarboxylate; 1- [6-chloro-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimid? N-2-yl] -piper? Din-4-ethylcarboxylate; 1- [5-chloro-6-methyl-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidm-4-carboxylic acid ethyl ester; 1- [6-Nitro-4- (3,4-dimethoxybenzylamino) -thiene-. { 2,3-d] -pyrimidin-2-yl] -piper? Din-4-carboxylic acid ethyl ester; 1- [5,6-dimethyl-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-trifluoromethyl-4 - (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrim-d-n-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- (6-Methyl-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-ethylcarboxylate; 1- (5-methyl-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-ethylcarboxylate; 1- (5, 6, 7, 8-tetrahydro-4-benzylamino- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylic acid ethyl ester; 1- (5,6-cyclopentene-4-benzylamino- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-ethylcarboxylate; 1- (5,6-cycloheptene-4-benzylamino- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-ethylcarboxylate; Ethyl 1- (-6-yl-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylate; 1- (6-Chloro-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-carboxylic acid ethyl ester, 1- (5-chloro-6-methyl-4-) ethyl benzylamino-thieno- [2, 3 -d] -pyrimidin-2-yl) -piperidin-4-carboxylate; 1- (6-Nitro-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-ethylcarboxylate, 1- (5,6-dimethyl-4-benzylamino- Thieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylic acid ethyl ester, 1- (6-trifluoromethyl-4-benzylamino-thieno- [2,3-d] -pyrim - din-2-yl) -piperidm-4-ethyl carboxylate; 1- [6-methyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- [5-methyl-4- (4-fluoro-benzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5, 6, 7, 8-tetrahydro-4- (4-f-luorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5,6-cyclopentene-4- (4-fluorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimiain-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- [5,6-cycloheptene-4- (4-fluorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate, - 1- [ Ethyl 6-ethyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -p'irimi-din-2-yl] -piperidine-4-carboxylate, 1- [6-chloro-4] - ethyl (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimid-din-2-yl] -piperidin-4-e-carboxylate; 1- [5-Chloro-6-methyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate, 1- [6-] Nitro-4- (4-fluorobenzylammo) -ieno- [2,3-d] -pyrimid-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- [5,6-dimethyl-4- (4-fluorobenzylamino) -thieno-. { 2, 3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid ethyl ester; 1- [6-trifluoromethyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-carboxylic acid ethyl ester; [Ethyl 6-methyl-4- (3,4-dichlorobenzyl) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate; 1- [5-Methyl-4- (3,4-dichlorobenzylamino) -ieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- [5, 6, 7, 8-tetrahydro-4- (3,4-dichlorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylate ethyl; 1- [5,6-cyclopentene-4- (3,4-dichlorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate and ethyl; 1- [5,6-cycloheptene-4- (3,4-dichlorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- [6-ethyl-4- (3,4-dichlorobenzylamino) -thieno- [2", 3 -d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-chloro- 4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperi < ine-4-ethyl carboxylate; 1- [5-chloro-6-methyl-4 - (3,4-dichlorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid ethyl ester; 1- [6- nitro-4- (3,4-dichlorobenzylamine ) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5,6-dimethyl-4- (3,4-dichlorobenzylamino) -thieno- [2] , 3-d] - pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester 1- [6- trifluoromethyl-4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] -pyrimidine -2-yl] -piperidine-4-carboxylic acid ethyl ester 1- [6-methyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine- Ethyl 4-carboxylate; ethyl 1- [5-methyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyr imidin-2-yl] -piperidin-4-carboxylate; - [5, 6, 7, 8 -tetrahydro-4- (3-nitrobenzylamino) - [ 1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate of "ethyl; 1- [5,6-cyclopentene-4- (3-nitrobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1 - [5,6-Cycloheptene-4- (3-nitrobenzylamino) - [1] -benzoyeno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-Ethyl] -4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester, 1- [6-chloro-4] - (3-Nitrobenzylamino) -thieno- [2,3-d] -pyrimid-din-2-yl] -piperidin-4-ethyl earboxylate; 1- [5-chloro-6-methyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester, 1- [6 - Nitro-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimid-2-yl] -piperidine-4-carboxylic acid ethyl ester, 1- [5,6-dimethyl-4- ( 3-Nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-trifluoromethyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-methyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5-methyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5, 6, 7, 8 -tetrahydro-4- (3,4-methylenedioxyphenethylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate of ethyl; 1- [5,6-cyclopentene-4- (3,4-methylenedioxyphenethylamino) - [1] -benzothieno- [2,3-d] -pi-rimidin-2-yl] -piperidin-4-carboxylate and ethyl; 1- [5,6-cycloheptene-4- (3,4-methylenedioxyphenethylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester, -1 Ethyl [6-ethyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [3, d] -pyrimidin-2-yl] -piperidin-4-carboxylate; 1- [6-Chloro-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ester; 1- [5-Chloro-6-methyl-4- (3,4-melenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate. of ethyl; 1- [6-Nitro-4- (3,4-methylenedioxyphenethylamino) -thieno - [2, 3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [5,6-dimethyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-trifluoromethyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; 1- [6-methyl-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- [5-methyl-4- (3, 4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-ethylcarboxylate; < 1- [5,6,7,8-tetrahydro-4- (3,4-ethylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate ethyl; f 1- [5,6-cyclopentene-4- (3,4-ethylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate ethyl; 1- [5,6-cycloheptene-4- (3,4-ethylenedioxybenzylamino) - [1] -benzo-ene- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylate ethyl; 1- [6-ethyl-4- (3, 4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyr] midin-2-yl] -piperrdin-4-ethylcarboxylate; 1- [6-chloro-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -p] peridin-4-ethylcarboxylate; 1- [5-Chloro-6-meth? I-4- (3, -ethylenedioxybenzylamino) -thieno- [2, 3 -d] -p? Pmidin-2-? L] -piper? Dm-4-carboxylate from ethyl; 1- [6-n? Tro-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- [5,6-dimethyl-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid ethyl ester; 1- [6-Tr? Fluoromethyl-4- (3, -elenedioxybenzylamino) -thieno- [2, 3-d] -p? R? M? Dm-2-yl] -piperidin-4-ethylcarboxylate. In emplo 3 0.5 g of 1- [6-methyl-4- (3,4-methylene-oxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4- is dissolved. ethyl carboxylate in 70 ml of methanol and after adding 4 ml of 2N NaOH is stirred for 4 hours at 50 ° C. The solvent is removed and then washed with cold water. 1.5 - • g of the sodium salt of 1- [6-methyl-4- (3,4-methylenedioxy-benzylamino) -thien] - '[2,3-d] -pyrimidin-2-yl is obtained ] -piperidin-4-carboxylic, mp 272 °. The carboxylic acids indicated below are obtained by analogous reaction of the esters obtained in Example 2: 1- [5-methyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2, 3-d] acid ] -pyrimidin-2-yl] -piperidm-4-carboxylic acid, 1- [5,6,7,8-thi-tetrahydro-4- (3,4-methylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -p? R? Midin-2-yl] -p? Peridin-4-carboxylic, monohydrate, amorphous (decomposition); 1- [5,6-cyclopentene-4- (3,4-methylenedioxybenzylamino) - [1] -benzo-ene- [2,3-d] -p] rimidin-2-yl] -piperidin-4-carboxylic acid, pf > 250 °; 1- [5,6-cycloheptene-4- (3,4-methylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -p [rimidin-2-yl] -piperidin-4-carboxylic acid, mp 217 °; 1- [6-ethyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyr? m? dm-2-yl] -pipendm-4-carboxylic acid; 1- [6-chloro-4- (3,4-methylenedioxybenzylammo) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5-Chloro-6-methyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid, amorphous (decomposition); 1- [6-Nitro-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-vi] -piperidin-4-carboxylic acid, amorphous and y (decomposition); 1- [5,6-Dimethyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid, - [1-6] acid -trif luoromethyl-4- (3,4-methylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-Methyl-4- (3-chloro-4-methoxybenzylamino) -thieno - [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5-methyl-2 - (3-chloro-4-methoxybenzylamino) -thieno- [2, 3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5,6,7,8-Tetrahydro-4- (3-chloro-4-methoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4 acid -carboxylic, sodium salt, mp 213 °; 1- [5,6-cyclopentene-4- (3-chloro-4-methoxybenzylamine) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid , sodium salt, mp > 250 °; potassium salt, m.p. > 250 °; 1- [5,6-Cycloheptene-4- (3-chloro-4-methoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-ethyl-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-chloro-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5-Chloro-6-methyl-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid, sodium salt , pf > 250 °; 1- [6-Nitro-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyr midin-2-yl] -piperidin-4-carboxylic acid; 1- [5,6-Dimethyl-4- (3-chloro-4-methoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid, sodium salt, love to; 1- [6-Tr? fluoromethyl-4- (3-chloro-4-methoxybenzylamine) -thieno- [2,3-d] -pyrimidin-2-yl] -pipepdin-4-carboxylic acid; 1- [6-methyl-4 - "- O, 4-dimethoxybenzylamino) -thieno- [2,3-d] -pyr? midin-2-yl] -p? peridm-4-carboxylic acid; 1- [5-methyl-4- (, 4-dimethoxybenzylamino) -thieno- [2,3-d] -p] rimidin-2-yi] -piperidine-carboxylic acid; 1- [5,6,7,8-tetrahydro-4- (3,4-dimethoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidm-2-yl] -piperidin-4 acid -carboxyli-co; 1- [5,6-cyclopentene-4- (3,4-dimethoxybenzylamino) - [1] -benzothieno- [2,3-d] -pyr? midin-2-yl] -piperidine-4-carboxylic acid; 1- [5,6-Cycloheptene-4 - (3,4-dimethoxybenzylamino) - [1] -benzothieno- [2,3-d] -pipmidin-2-yl] -piperidine-4-carboxyli-CO acid; 1- [6-ethyl-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; «1- [6-chloro-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid, - 1- [5-cloxo] acid -6-methyl-4- (3, -dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-Nitro-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5,6-Dimethyl-4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-trifluoromethyl -4- (3,4-dimethoxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- (6-Methyl-4-: benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylic acid, m.p. 203 °; 1- (5-Methyl-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylic acid; 1- (5, 6, 7, 8-tetrahydro-4-benzylamino- [1] -benzothieno- [2, 3-d] -pyrimidin-2-yl) -piperidin-4-carboxylic acid; 1- (5,6-Cyclopentene-4-benzylamino- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylic acid; 1- (5,6-Cycloheptene-4-benzylamino- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylic acid, m.p. 257 °; 1- (6-yl-4-benzylamino-ieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylic acid, sodium salt, amorphous; 1- (6-Chloro-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidine-4-carboxylic acid, 5- (5-chloro-6-methyl-4-acid) -benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piper idin-4-carboxylic acid; 1- (6-Nitro-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-carbsylic acid; i 1- (5,6-Dimethyl-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-carboxylic acid; 1- (6-trifluoromethyl-4-benzylamino-thieno- [2,3-d] -pyrimidin-2-yl) -piperidin-4-carboxylic acid; l- [6-Methyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; l- [5-Methyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperi-4-carboxylic acid; 1- [5,6,7,8-Te-ahydro-4- (4-fluorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid, sodium salt, mp 279 °; 1- [5,6-Cyclopentene-4- (4-fluorobenzylamino) - [1] -benzothieno- [2,3-d] -p? r? m? dm-2-yl] -piperidin-4-carboxylic acid; 1- [5,6-Cycloheptene-4- (4-fluorobenzylamino) - [1] -benzothieno- [2,3-d] -p? rim? din-2-yl] -piperidin-4-carboxylic acid; 1- [6-ethyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -p- per-din-4-carboxylic acid; l- [6-Chloro-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimid? n-2-y] -piper? dm-4-carboxylic acid; 1- [5-Chloro-6-methyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-Nitro-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid 1- [5,6-dimethyl-4] acid - (4-fluorobenzylamino) -thien- [2,3-d] -pyrimidin-2-yl] -pip'eridin-4-carboxylic acid; acidic- [6-trifluoromethyl-4- (4-fluorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-Methyl-4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5-Methyl-4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid, 1- [5, 6, 7,8-tetrahydro-4- (3,4-dichlorobenzylamino) - [1] -benzothieno- [2,3-d] -p.rimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5,6-cyclopentene-4- (3,4-d? chlorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5,6-Cycloheptene-4 - (3,4-d? chlorobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid, - 1- [6-ethyl-4- (3,4-d? chlorobenzylamino) -thieno- [2, 3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-chloro-4- (3,4-d? chlorobenz? lamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5-Chloro-6-methyl] -4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidm-4-carboxylic acid; 1- [6-Nitro-4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5,6-Dimethyl-4- (3,4-dichlorobenzylamino) -thieno- < [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-trifluoromethyl-4- (3,4-dichlorobenzylamino) -thieno- [2,3-d] -pyrimidj-2-yl] -piperidine-4-carboxylic acid; 1- [6-Methyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidy-4-carboxylic acid; 1- [5-Methyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5,6,7,8-Tetrahydro-4- (3-nitrobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5,6-cyclopentene-4- (3-nitrobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5,6-Cycloheptene-4- (3-nitrobenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-ethyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-chloro-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5-Chloro-6-methyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-Nitro-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5,6-dimethyl-4- (3-nitrobenzylamino) -thieno- [2,3-] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-trifluoromethyl-4- (3-nitrobenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-Methyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5-methyl - - (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5,6,7,8-Tetrahydro-4- (3,4-methylenedioxyphenethylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5,6-cyclopentene-4- (3,4-me'-ilenedioxyphene-ylamine) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine- 4 -carboxylic; 1- [5,6-Cyclo, heptene-4 - (3,4-methylenedioxyphenethylamino) - [i] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid, - l- [6-ethyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -p? r? midin-2-yl] -piperidm-4-carboxylic acid; 1- [6-chloro-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5-Chloro-6-methyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [6-Nitro-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -p? r? midm-2-yl] -piperidm-4-carboxylic acid, • acid 1- [ 5,6-dimethyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-trifluoromethyl-4- (3,4-methylenedioxyphenethylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-Methyl-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid; 1- [5-Methyl'-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5,6,7,8-tet-ahydro-4- (3,4-ethylenedioxybenzylamine) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine- 4 -carboxylic; 1- [5,6-cyclopentene-4- (3,4-ethylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid, - acid 1 - [5,6-cycloheptene-4- (3,4-ethylenedioxybenzylamino) - [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxyyl-O; l- [6-ethyl-4- (3,4-enedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-chloro-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [5-Chloro-6-methyl-4 - (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-y] -piperidin-4-carboxylic acid; 1- [6-Nitro-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidin-4-carboxylic acid, 1- [5-6-] acid dimethyl-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid; 1- [6-Trifluoromethyl-4- (3,4-ethylenedioxybenzylamino) -thieno- [2,3-d] -pyrimidin-2-yl] -piperidine-4-carboxylic acid. 4 Example 4 5 g of 2-amino-5-methyl-3-ethoxycarbonyl-thiophene and 2.7 g of methyl-cyanobenzoate are dissolved in 40 ml of dioxane. Then gaseous HCl is circulated through the solution for 5 hours. After working the product in the usual way, 6 g of methyl 4- (3,4-dihydro-4-oxo-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate are obtained. . The replacement of the carbolyl group by Cl with formation of the pyrimidine aromatic ring is carried out under standard conditions. A mixture of 18 ml of POCi3 and 6 g of 4- (3,4-dihydro-4-oxo-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl is heated to boiling for 4 hours. ) -methylbenzoate, adding 1.8 ml of N, N-dimethylaniline. After working the reaction mixture in the usual manner, 5 g of methyl 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate are obtained. Analogously, by reaction of methyl 4-cyanobenzoate, subsequent reaction with POCl 3 and from 2-amino-4-methyl-3-ethoxycarbonyl thiophene, 4- (4-chloro-5-methyl) is obtained. -thien- [2,3-d] -pyrimidin-2-yl) -methylbenzoate, - from 2-amino-4,5,6,7-tetrahydro-3-ethoxycarbonyl-benzothiophene, 4- ( Methyl 4-chloro-5, 6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -benzoate; from 2-amino-4,5-cyclopentene-3-ethoxycarbonyl-thiophene, 4- (4-chloro-5,6-cyclopentene-thieno- [2,3-d] -pyridin-2-yl) - methyl benzoate; from 2-amino-4, 5-cycloheptene-3-ethoxycarbonyl thiophene, 4- (4-chloro-5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -methylbenzoate; from 2-amino-5-ethyl-3-ethoxycarbonyl-thiophene, 4 - (4-chloro-6-yl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester; from 2-amino-5-propyl-3-ethoxycarbonyl-thiophene, methyl 4- (4-chloro-6-propyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate; from 2-amino-5-chloro-3-ethoxycarbonyl-thiophene, methyl 4- (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate; from 2-amino-4-chloro-5-methyl-3-ethoxycarbonyl-thiophene, 4- (4-chloro-5-chloro-6-methyl-2-thieno- [2,3-d] -pyrimidin- Methyl 2-yl) -benzoate; from 2-amino-5-nitro-3-ethoxycarbonyl-thiophene, methyl 4 - (- chloro - 6 - n - ro - rien - [2,3 - d] - pyrimidin - 2 - yl) - benzoate; from 2-amino-4,5-dimethyl-3-ethoxycarbonyl thiophene, 4- (4-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) - methyl benzoate; from 2-amino-5-trifluoromethyl-3-ethoxycarbonyl-thiophene, methyl 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate. Example 5 Analogously to that of Example 1, it is obtained by reacting 3,4-methylenedioxybenzylamine with 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) - methyl benzoate, methyl 4- [4- (3,4-methylenedioxybenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; methyl 4- (4-chloro-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate,., 4- [4- (3, 4-melenediox? benz? lam? no) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5,6,7,8-etrahydro- [1] -benzothieno- [2,3-d] -pyrimidm-2-yl) -benzoic acid methyl ester, 4- [4- ( Methyl 3,4-methylenediox? Benc? Lamino) -5,6,7, 8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrim? Dm-2-yl] -benzoate, mp 198 °; with 4- (4-chloro-5,6-cyclopentene-t-ene- [2,3-d] -pipmidin-2-yl) -methylbenzoate, 4- [4 - (3, 4-met lend ? oxybenzylamino) -5,6-cyclopenteno-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with methyl 4- (4-chloro-5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4 - [4- (3,4-methylenedioxybenzylamine) -5 Methyl 6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4 - [4- (3,4-methylenedioxybenzylamine) -6-ethyl -thien- [2,3- d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-6-propyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-methylenedioxybenzylate) -6-propyl -'tieno- [2, 3-d] -pirimidin-2-yl] -benzoic acid methyl ester; with methyl 4- (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate,, .- 4- [4- (3,4-methylenedioxybenzylamine) -6 methyl-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; methyl 4- (4-chloro-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- [4- (3,4-methylenedioxybenzylamine) - Methyl 5-chloro-6-methylthieno- [2,3-d] -pyrimidm-2-yl] -benzoate; with 4- (4-chloro-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-methylenedioxybenzylamine) -6-nitro- methyl ieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-methylenedioxybenzylamine) -5 Methyl, 6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-methylenedioxybenzylamino) -6-trifluoromethyl) - methyl thieno- [2, 3 -d] -pi imidin-2-yl] -benzoate. Analogously, it is obtained by reaction of 3-chloro-4-methoxy-benzylamine with methyl 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, methyl 4- [4- (3-chloro-4-methoxybenzylamino) -6-methyl-thieno- [2,3- d] -pyrimidin-2-yl] -benzoate, -con4- (4-chloro-5) methyl-methyl-t-ene- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- [4- (3-chloro-4-methoxybenzylamino) -5-methyl-thieno- [2] , Methyl 3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- ( 3-Chloro-4-methoxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with methyl 4- (4-chloro-5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4 - [4 - (3-chloro-4-methoxybenzylamine) Methyl-5,6-cyclopenteno-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4 4- [4- (3-chloro-4-methoxybenzylamine Methyl -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with methyl 4- (4-chloro-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate,. methyl 4 - [4- (3-chloro-4-methoxybenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; co-methyl 4- (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate; methyl 4- [4- (3-chloro-4-methoxybenzylamino) -6-chloro-thieno- [2,3-d] -p? rimidin-2-yl] -benzoate, -con4- (4-chloro) -5-chloro-6, -methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3-chloro-4-methoxybenzylamine) -5 methyl-chloro-6-methyl-thieno- [2,3-d] -pyrim-dm-2-yl] -benzoate; with methyl 4 - (4-chloro-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- [4- (3-chloro-4-methoxybenzylamine) -6- methyl nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6-dimethyl-1-thieno- [2,3-d] -pyrimidin-2-yl) -methylbenzoate, 4- [4- (3-chloro-4-methoxybenzylamine Methyl) -5,6-dimethyl-thieno- [2,3-d] -p? R? Rp-.d? N-2-yl] -benzoate; with 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3-chloro-4-methoxybenzylamine) -6 methyl -trifluoromethyl-4-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate. Analogously, by reaction of 3,4-dimethoxybenzylamine, methyl 4 - (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate is obtained. - [4- (3,4-dimethoxybenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; methyl 4- (4-chloro-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- [4- (3,4-dimethoxybenzylamine) -5-methyl -thien- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- ( 3, 4-dimethoxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -p rimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5,6-c-clopenteno-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-dimethoxybenzylamine) - 5,6-cyclopentene-thieno- [2,3-d] -pyr? Midm-2-? I] -benzoic acid methyl ester; with 4- (4-chloro-5,6-c-cloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -methylbenzoate, 4 - [4- (3,4-dimethoxybenzylamine) Methyl-5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-dimethoxybenzylamino) -6-ethyl) -thien- [2,3-d] - pyrimidin-2-yl] -benzoic acid methyl ester, -con4- (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) ) -methylbenzoate, methyl 4- [4- (3, 4-dimethoxybenzylamino) -6-chloro-thieno- [2,3-d] -pyrimid? n-2-yl] -benzoate; co- 4- (4-chloro-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-dimethoxybenzylamine) Methyl-2-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with methyl 4 - (4-chloro-6-nitro-phenyl- [2,3-d] -pyrimidin-2-yl) -benzoate, 4 - [4- (3,4-dimethoxybenzylamine) -6-nitro- methyl thieno- [2,3-d] - pyrim? din-2-yl] -benzoate; with 4- (4-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-dimethoxybenzylamine) -5 Methyl 6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -methylbenzoate, 4- [4- (3,4-dimethoxybenzylamine) -6 methyl -tr? thomethyl-thieno- [2, 3-d] -pyrimidin-2-yl] -benzoate.

Analogously, by reaction of benzylamine with 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, the 4- (4-benzylamino- Jriethyl 6-methyl-thieno- [2, 3-d] -pyrimidin-2-yl) -benzoate; methyl 4- (4-chloro-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- (4-benzylamino-5-methyl-thieno- [2,3 -d] -pyrimidin-2-yl) -benzoic acid methyl ester; with 4- (4-chloro-5,6,7,8-tetrahydro- [l] '- benzothieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- (4 - methyl benzylamino-5,6,7,8-tetrahydro- [1] -benzo-ieno- [2,3-d] -pyrimidin-2-yl) -benzoate; with 4- (4-chloro-5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- (4-benzylamino-5,6-cyclopentene-thieno) - [2,3-d] - pyrimidin-2-yl) -benzoic acid methyl ester; with methyl 4- (4-chloro-5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- (4-benzylamino-5,6-cycloheptene-thieno) - [2,3-d] - pyrimidin-2-yl) -benzoic acid methyl ester; with 4- (4-chloro-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- (4-benzylammo-6-ethyl-thieno- [2, Methyl 3-d] -pyrimidin-2-yl] -benzoate; methyl 4 - (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate; 4- (4-Benzylamino-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester with 4- (4-chloro-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4 - (4-benzylamino-5-chloro-6-methyl-thieno- [2,3-d] -pyrim? Dm-2) methyl] -benzoate; methyl 4 - (4-chloro-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- (4-benzyl) Methyl 6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate; with methyl 4- (4-chloro-5,6- ^. imethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4 - (4-benzlamino-5,6- methyl dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate; with 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- (4-benzylamino-6-trifluoromethyl-thieno- [2, Methyl 3-d] - pyrimidin-2-yl] -benzoate Analogously, it is obtained by reaction of 4-fluorobenzylamine with 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidine) -2-yl) -benzoic acid methyl, 4- [4- (4-fluorobenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester with con4- ( Methyl 4-chloro-5-methyl-thieno- [2, 3-d] -pyrimidin-2-yl) -benzoate 4, 4- [4- (4-fluorobenzylamino) -5-methyl-thieno- [2 , 3-d] -pyrimidin-2-yl] -mezoate methyl ester with 4 - (4-chloro-5, 4, 1, 8-tetrahydro- [1] -benzothieno- [2, 3 -d] -p methyl-rim? din-2-yl) -benzoate, 4- [4- (4-fluorobenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] methyl-pyrimidin-2-yl] -benzoate, -with 4- (4-chloro-5,6-cyclopentene-thieno- [2, Sd] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [ 4- (4-fluorobenzylamino) -5,6-cyclopentene-ieno- [2,3-d] methyl-pyrim-dm- - l) -benzoate; with methyl 4- (4-chloro-5,6-c? cloheptene-t? ene- [2,3-d] -pyrimidin-2-yl) -benzoate, 4 - [4 - (4-fluorobenzylamine) Methyl-5,6-cycloheptene-thieno- [2,3-d] -p? R? M? Dm-2-yl] -benzoate; with 4- (4-chloro-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (4-fluorobenzylamine) -6-ethyl-thieno - [2,3-d] - pyrimidm-2-yl] -benzoic acid methyl ester, - with 4- (-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate methyl, methyl 4 - [4 - (4-fluorobenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (4-fluorobenzylamino) -5- methyl chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with methyl 4 - (4-chloro-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- [4- (4-fluorobenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (4-fluorobenzylamino) -5,6 methyl-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (4-flucrobenzylamino) -6-trifluoromethyl-thieno - [2,3-d] -pyrirt.idin-2-yl] -benzoic acid methyl ester. Analogously, it is obtained by reaction of 3,4-dichlorobenzylamine with methyl 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, the 4 - [ Methyl 4 - (3, -diclcrobenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with methyl 4- (4-oyl-5-methyl-thieno- [2,3-d] -p rimidin-2-yl) -benzoate. methyl 4- [4- (3, 4-dichlorobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -4-pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3, 4-dichlorobenzylamino) -5,6,7, 8-tetrahydro- [1] -benzothieno- [2, 3 -?] -pyrimidin-2-yl] -benzoic acid methyl ester, -with 4- (4- Chloro-5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4 - [4- (3,4-dichlorobenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5,6-cyclhesheptene-thieno- [2,3-d] -pyrimidin-J-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-dichlorobenzylamine) -5 , 6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester, -with 4- (4-chloro-6-ethyl-thieno- [2,3-d] - methyl pyrimidin-2-yl) -benzoate, methyl 4- [4- (3, 4-dichlorobenzylamino) -6-ethyl-thieno- [2,3-d] pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-dichlorobenzyl) -6- methyl chloro-thieno- [2,3-d] pyrimidin-2-yl] -benzoate; methyl 4- (4-chloro-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- [4- (3,4-dichlorobenzylamino) - Methyl 5-chloro-6-methyl-thieno- [2, 3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4 4- [4- (3,4-dichlorobenzylamino) -6-nitro -ethyl- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5, -v-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-dichlorobenzylamino) - Methyl 5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; ccn 4- (4-Chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-dichlorobenzylamino) -6-trifluoromethyl} -thien- [2,3 -d] -pyrimidin-2-yl] -benzoic acid methyl ester. Analogously, it is obtained by reaction of 3-m-benzyl-amino with methyl 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- [4- Methyl (3-nitrobenzylamino) -6-methyl-thieno- [2,3-d] pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3-n-robenzylamino) -5-methyl-thieno - [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4 - [4 - ( 3-Nitrobenzylamino) -5,6,7,8 -tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with methyl 4- (4-chloro-5,6-cyclopentenethieno- [2,3-d] -pyrimidin-2-yl) -benzoate, and 4- [4- (3-nitrobenzylamino) -5,6 methyl-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3-nitrobenzylamino) -5,6 methyl-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3-nitrobenzylamino) -6-ethyl-thieno - [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4 - (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4 - [4 - (3-nitrobenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester, -con4- (4-chloro-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2) -yl) -methylbenzoate, methyl 4- [4- (3-nitrobenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3-nitrobenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidin'-2-yl) -benzoic acid methyl ester, 4- [4- (3-nitrobenzylamino) -5, Methyl 6-dimethyl-thieno- [2,3-d] pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3-nitrobenzylamino) -6-trifluoromethyl-thieno - [2,3- d] -pyrimidin-2-yl] -benzoic acid methyl ester. Analogously, it is obtained by reacting 3,4-methylenedioxyphenethylamine with methyl 4 - (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, [4 - (3, 4 -m &ampMethyldoxyphenethylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with methyl 4 - (4-chloro-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- [4- (3,4-methylenedioxyphenethylamino) -5-methyl- methyl thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6,7, 8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- ( Methyl 3, 4 -melenedioxyphenethylamino) -5,6,7, 8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6-c-clopenteno-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-methylenedioxyp) ) Methyl-5,6-cyclopenteno-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-methylenedioxyphenethylamino) -5 Methyl 6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-melenedioxyphenethylamino) -6- methyl ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; co 4 - (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3, 4-methyl-1-ynedioxyphenethylamino) -6 -chloro-thieno- [2,3-d] -pyr? midin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-methylenedioxyphenethylamine Methyl) -5-chloro-6-methyl-thieno- [2, 3 -d] -pyrimidin-2-yl] -benzoate; with methyl 4- (4-chloro-6-n-ro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4 - [4 - (3,4-methylenedioxyphenethylamino) -6-nitro] -tiene- [2,3-d] -pyrene.? d? n-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) -methylbenzoate, 4- [4- (3,4-methylenedioxyphenethylamino) - Methyl 5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -4-methylbenzoate, 4- [4- (3,4-methylenedioxyphenethylamino) -6- methyl trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate. Analogously, it is obtained by reaction of 3,4-methylenedioxybenzamine with 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [ Methyl 4- (3,4-ethylenedioxybenzylamino) '- 6-methyl-thieno'- [2,3-d] -pyrimidin-2-yl] -benzoate; methyl 4 - (4-chloro-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate,, - "4 - [4- (3,4-ethylenedioxybenzylamine) -5 methyl-methyl-2 - [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5, 6,7, 8-te rah? dro- [1] -benzothieno - [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-ethylenedioxybenzylamine) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester with 4- (4-chloro-5,6-cyclopentene-t-ene- [2, 3-d] -p? R? Midin -2-il) - methyl benzoate, methyl 4- [4- (3, 4-ethylenedioxybenzylamino) -5,6-cyclopentenethieno- [2,3-d] -pyrimidin-2-yl] -benzoate , -with 4- (4-chloro-5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-ethylenedioxybenzylamine) Methyl-5,6-cycloheptene-4-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate with 4- (4-chloro-6-ethyl-thieno- [2, 3-d] methyl-pyrimidin-2-yl) -benzoate, 4- [4- (3, 4-ethylenedioxybenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] ] -methylbenzoate, methyl-4 - (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4 - [4- (3,4-ethylenedioxybenzylamine ) Methyl '-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with methyl 4- (chloro-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, - * 4- [4- (3, 4- methyl ethylenedioxybenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with methyl 4- (4-chloro-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4 - [4 - (3,4-ethylenedioxybenzylamino) -6-nitro- methyl thieno- [2,3-d] -pyrimidin-2-yl] -benzoate; with 4- (4-chloro-5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) -methylbenzoate, 4- [4- (3,4-ethylenedioxybenzylamine) -5 , 6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester; with 4- (4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- [4- (3,4-ethylenedioxybenzylamino) -6-trifluoride Methyl-thieno- [2, 3-d] -pyrimidin-2-yl] -benzoic acid methyl ester. "Analogously, by reaction of phenethylamine with 4- (4-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, the 4- (4- methyl phenethylamino-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate; with methyl 4- (4-chloro-5-methyl-thieno- [2,3-d] -pipm? din-2-yl) -benzoate, 4- (4-phenethylamino-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester; with 4- (4-chloro-5,6-7,8-tetrahydro- [1] -benzothieno- [2,3-d] -p? r? midin-2-yl) -benzoic acid methyl ester - (methyl 4-phenethylamino-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyr? Midin-2-yl) -benzoate; with 4- (4-chloro-5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl) -methylbenzoate, 4- (4-phenethylamino-5,6-cyclopentene-thieno) - [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester; with 4- (4-chloro-5,6-cycloheptene-t-ene- [2,3-d] -p? rimidin-2-yl) -methylbenzoate, 4- (4-phenethylamino-5,6) methyl-cycloheptene-thieno- [2,3-d] -pyrimidm-2-yl) -benzoate; / 71 with 4- (4-chloro-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- (4-phenethylamino-6-ethyl-thieno- [ 2,3-d] -pyrimidin-2-yl] -benzoic acid methyl ester with 4- (4-chloro-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate methyl, methyl 4- (4-phenethylamino-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate; con4- (4-chloro-5-chloro-6-methyl) -thien- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, 4- (4-phenethylamino-5-chloro-6-methyl-ieno- [2-, 3-d] -pyrimidine -2-yl] -benzoic acid methyl ester with methyl 4- (4-chloro-6-nitro-thieno- [2,3-d] pyrimidin-2-yl) -benzoate, 4- (4-phenethylamino) Methyl-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate with 4- (4-chloro-5,6-dimethyl-thieno- [2,3-d] - methyl pyrimidin-2-yl) -benzoate, 4- (4-phenethylamino-5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid methyl ester, -with 4- (Methyl 4-chloro-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoate, 4- (4-phenethylamino) -6-trifluoromethyl-thieno- [2 , 3-d] - pyrimidin-2-yl] -benzoic acid methyl ester. Example 6 A solution of 1.1 g of methyl 4- [4- (3,4-methylenedioxybenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoate, 30 ml of 2N NaOH and 30 ml of tetrahydrofuran is heated. ta at 100 ° for 6 hours. After cooling and acidifying the solution with 20% HCL, the product is worked in the usual manner. 0, 4- [4- (3,4-methylenedioxybenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, IB g, is obtained. F. > 250 °. The carboxylic acids indicated below are obtained by analogous reaction of the esters obtained in example 5: 4- [4- (3,4-methylenedioxybenzylamino) -5-methyl-thieno- [2,3-d] - pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-Methylenedioxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, dihydrate, m.p. 249 °; sodium salt, m.p. > 250 °; 4 - [4- (3,4-methylenedioxybenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-methylenedioxybenzylamino) -5,6-cyclohepte-no-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-methylenedioxybenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, m.p. 189 °; 4 - [4- (3,4-methylenedioxybenzylamino) -6-propyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-methylenedioxybenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, m.p. > 250 °;, 4- [4- (3, 4-methylenedioxybenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, m.p. > 250 °; 4- [4- (3,4-methylenedioxybenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3, jph-methylenedioxybenzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, m.p. 172 °; 4- [4- (3,4-methylenedioxybenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-chloro-4-methoxybenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-Chloro-4-methoxybenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-Clors-4-methoxybenzylamino) -5,6,7,8-tetrahi-dro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid , pf 245 °; 4- [4- (3-chloro-4-methoxybenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4 - (3-chloro-4-methoxybenzylamino) -5,6-cyclohepte-no-thieno- [2,3-d] -p? rimidin-2-yl] -benzoic acid; 4- [4- (3-Chloro-4-methoxybenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, m.p. 257 °; 4- [4- (3-Chloro-4-methoxybenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, m.p. > 250 °; 4- [4- (3-Chloro-4-methoxybenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, m.p. > 250 °; 4- [4- (3-Chloro-4-methoxybenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-Chloro-4-methoxybenzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, 4- [4- (3 -cyclobut-4-methoxybenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (3, 4-dimethoxybenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (3, 4-dimethoxybenzylamino) -5-methyl-thieno- [2,3-d] -pyr] midin-2-yl] -benzoic acid; 4- [4- (3, 4-dimethoxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-dimethoxybenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4 - (3,4-dimethoxybenzylamino) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (3, 4-dimethoxybenzylamino) -6-yl-ieno-2, 3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-dimethoxybenzylamino) -6-chloro-thieno- [2,3- d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3, 4-dimethoxybenzylamino) -5-chloro-6-methyl-ieno- [2,3-d] -p? r? m? din-2-yl] -benzoic acid; 4 - [4- (3, 4-dimethoxybenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3, 4-dimethoxybenzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; V 4- [4- (3, 4-dimethoxybenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- (4-Benzylamino-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid, m.p. > -: 50th; 4- (4-Benz-Llamino-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid; 4- (4-Benzylamino-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, mp> 270 °; (4-benzylamino-5,6-cyclopethyl-teno-thieno- [2,3-d] -pyrimidm-2-yl) -benzoic acid 4- (4-benzylamino-5,6-c-cloheptene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid 4- (4-benzylamino-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid, mp 172 ° 4- (4-Benzylamino-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid, 4- (4-benzylamino-5-chloro-6-methyl- thieno- [2, 3-d] -pyrimidin-2-yl) -benzoic acid, 4- (4-benzylamino-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid; 4 - (4-benzylamino-5,6-dimethyl-thieno- [2,3-d] -pyrimid-2-yl) -benzoic acid, 4- (4-benzylamino-6-tpfluoromethyl-thieno- [ 2,3-d] -pyrimidin-2-yl) -benzoic acid 4- [4- (4-fluorobenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; < 4- [4- (4-Fluorobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; fluforobenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (4-fluorobenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (4-fluorobenzylamino) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (4-fluorobenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (4-fluorobenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (4-fluorobenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (4-fluorobenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (4-fluorobenzylamino) -5,6-dimethyl-thieno- [2,3- d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (4-Fluorobenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, 4- [4- (3,4-dichlorobenzamino)] -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3, 4-dichlorobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; "4- [4- (3, 4-dichlorobenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; - [4- (3,4-dichlorobenzylamino) -5,6-cyclopentene-thieno- [2, 3 -d] -pyrimidin-2-yl] -benzoic acid, 4- [4- (3, 4-dichlorobenzylamine) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid 4- [4- (3,4-dichlorobenzylamino) -6-ethyl-thieno- [2,3 -d] -pyrimidin-2-yl] -benzoic acid, 4- [4- (3,4-dichlorobenzylamino) -6-chloro-thieno- [2,3-d] -pipmidin-2-yl] -benzoic acid, - 4- [4- (3,4-Dichlorobenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidif-2-yl] -benzoic acid, 4- [4- (3 , 4-d-chlorobenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, 4- [4- (3,4-dichlorobenzylamino) -5,6-dimethyl -thien- [2,3-d] -pyrimidin-2-yl] -benzoic acid, 4- [4- (3,4-dichlorobenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin- 2-yl] -benzoic acid 4- [4- (3-nitrobenzylamino) -6-methyl-thieno- [2,3-d] -pyrimid in-2-yl] -benzoic acid; 4- [4- (3-Nitrobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-nitrobenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-nitrobenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-Nitrobenzylamino) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-Nitrobenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-nitrobenzylamino) -6-chloro-thieno- [2,3-d] -p] rimidin-2-yl] -benzoic acid; 4- [4- (3-nitrobenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3-Nitrobenzylamino) -6-nitro-thieno- [2,3-d] -p? r? m? din-2-yl] -benzoic acid; 4- [4- (3-Nitrobenzylamino) -5,6-dimethyl-thieno- [2,3- d] -pyrimid? n-2-yl] -benzoic acid; 4- [4- (3-Nitrobenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidm-2-yl] -benzoic acid; 4 - [4- (3,4-methylenediophene-phenylamino) -6-methyl-thieno- [2, 3-d] -pyrimidin-2-yl] -benzoic acid, 4- [4- (3,4- methylenedioxyphenethylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4 - (3,4-methylenedioxyphenethylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-ethylenedioxyphenethylamino) -5,6-cyclopenteno-thieno- [2,3-d] -p [rimidin-2-yl] -benzoic acid; 4- [4- (3, 4-methylenedioxyphenethylamino) -5,6-cyclohepte-no-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-methylenedioxyphenethylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (3,4-methylenedioxyphenethylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-methylenedioxyphenethylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (3,4-methylenedioxyphenethylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-methylenedioxyphenethylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (3,4-methylenedioxyphenethylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3, 4-ethylenedioxybenzylamino) -6-methyl-thieno- [2, 3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4 - (3,4-diandiioxybenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-ethylenedioxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3, 4-ethylenedic oxybenzylamino) -5,6-cyclopentenethieno- [2,3-d] -pi imidin-2-yl] -benzoic acid, - 4 - [4 - (3, 4-ethylenedioxybenzylamine) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid, 4- [4- (3-ethylenedioxybenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3, 4-ethylenedioxybenzylamino) -6-chloro-thieno- [2, 3-d] -pyrimidin-2-yl] -benzoic acid; 4 - [4- (3, 4-ethylenedioxybenzylamino) -5-chloro-6-methyl-thieno- [2, 3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-ethylenedioxybenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3,4-ethylenedioxybenzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; 4- [4- (3, 4-ethylenedioxybenzylamino) -6-trifluoromethyl-thieno- [2, 3-d] -pyrimidin-2-yl] -benzoic acid; 4 - (4-phenethylamino-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid; 4- (4-phenethylamino-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid; 4- (4-phenethylamino-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid 4- (4-phenethylamino-5) 6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid 4- (4-phenethylamino-5,6-cycloheptene-thieno- [2,3-d] -pyrimidine- 2-yl) -benzoic acid 4- (4-phenethylamino-6-ethyl-t-ene- [2,3-d] -pyr? Midin-2-yl) -benzoic acid; 4- (4-phenethylamino-6) -chloro-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid; 4- (4-phenethylamino-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid, - áci.do4- (4-phenethylamino-6-nitro-thieno) - [2,3-d] -pyrimidin-2-yl) -benzoic acid; 4- (4-phenethylamino-5,6-dimethyl-thieno- [2,3-dl-pyrimid-2-yl) -benzoic acid; 4- (4-phenet? Lamino-6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl) -benzoic acid. "Using methyl 3-cyanobenzoate, proceeding analogously to that of Example 5 and then hydrolyzing yields 3- [4- (3,4-methylenedioxybenzylamino) -5,6-7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2 acid. -yl] -benzoic acid Example 7 The following carboxylic acids are obtained analogously to those of examples 5 and 6 and using the corresponding esters of cyclohexanecarboxylic acid: 4- [4- (3,4- methylenedioxybenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid, 4- [4- (3,4-menedioxybenzylamino) -5-methyl-thieno- [2] , 3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid, 4- [4- (3,4-methylenedioxybenzylamine) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3] -d] -pyrimidin-2-yl] -cyclohexanecarboxylic, amorphous, 4- [4- (3,4-methylenedioxybenzylamine) -5,6-cyclic acid lopente-no-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (3,4-methylenedioxybenzylamino) -5,6-cyclohepte-no-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 4- [4- (3,4-methylenedioxybenzylamino) -6-ethyl-thieno- [2, 3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-methylenedioxybenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-Methylenedioxybenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-methylenedioxybenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4 - (3,4-methylenedioxybenzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-methylenedioxybenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Chloro-4-methoxybenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Chloro-4-methoxybenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-chloro-4-methoxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylate - lico, amorphous; 4 - [4 - (3-chloro-4-methoxybenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (3-chloro-4-methoxybenzylamino) -5,6-cyclohep e-no-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Chloro-4-methoxybenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (-chloro-4-methoxybenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Cl-ro-4-methoxybenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Chloro-4-methoxybenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid, - 4- [4- (3-chloro -4-methoxy-benzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanedicarboxylic acid; • 4- [4- (3-Chloro-4-methoxybenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (3,4-dimethoxybenzylamino) -6-methyl-thieno- [2,3- d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4 - (3,4-dimethoxybenzylamino) -5-methyl-thieno- [2,3- d] -pyrimidm-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-dimethoxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrim-din-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-dimethoxybenzylamino) -5,6-cycloopentenethieno- [2,3-d] -pyrimidin-2-l] -cyclohexanecarboxylic acid; 4- [4- (3,4-dimethoxybenzylamino) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4 - (3, -dimethoxybenzylamino) -6-ethyl-thieno- [2,3- d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; [4- (3, 4-dimethoxybenzylamino) -6-chloro-ieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-dimethoxybenzylamino) -5-chloro-6-methyl- < thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-dimethoxybenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4- / dimethoxybenzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-dimethoxybenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- (4-benzylamino-6-methyl-thienoi- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4- (4-benzylamino-5-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4- (4-Benzyllamino-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyr] midin-2-yl] -cyclohexanecarboxylic acid, amorphous; (4-benzylammo-5,6-cyclopentene-thieno- [2,3-d] -p] rimidin-2-yl) -cyclohexanecarboxylic acid 4- (4-benzylamino-5,6-cycloheptene-thieno- [2 , 3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid, - 4- (4-benzylamino-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid - (4-benzylamino-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid 4- (4-benzylamino-5-chloro-6-methyl-thieno- [2, 3 -d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid 4- (4-benzylamino-6-nitro-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; < -benzylamino-5,6-dimethyl-thieno- [2,3-d] -pyrimid-2-yl) -cyclohexanecarboxylic acid 4- (4-benzlamino-6-trifluoromethyl-thieno- [2,3-] d] - and pyrimidin-2-yl) -cyclohexanecarboxylic acid 4- [4- (4-fluorobenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cic lohexanecarboxylic; 4- [4- (4-fluorobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (4-fluorobenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (4-Fluso-benzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (4-fluorobenzylamino) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (4-fluorobenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (4-Fluorobenzylamino) -6-chloro-thienot- [2, 3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (4-Fluorobenzylamino) -5-chloro-6-methyl-thieno- [2, 3-d] -pyrimidin-2-yl] -cyclihexanecarboxylic acid, • 4- [4- (4-fluorobenzylamine ) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (4-fluorobenzylamino) -5,6-dimethyl-thieno- [2,3-] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (4-fluorobenzylamino) -6-trifluoromethyl-thieno- < [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-Dichlorobenzylamino) -6-methyl-thieno- [2,3-] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; and 4- [4- (3, 4-dichlorobenzylamino) -5-methyl-thieno- [2,3-] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-Dichlorobenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-dichlorobenzylamine) -5,6-cyclopentene-thieno- [2,3-d] -pyr] midm-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-dichlorobenzamino) -5,6-cycloheptene-thieno- [2,3-d] -p? r? midi? -2 -yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-dichlorobenzylamino) -6-ethyl-thieno- [2,3-d] -pyr [alpha] m-din-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-Dichlorobenzylamino) -6-chloro-ieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-dichlorobenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyr [alpha] m [dm-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-dichlorobenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-Dichlorobenzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyr? m? d? n-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-Dichlorobenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Nitrobenzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-nitrobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Nitrobenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Nitrobenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-nitrobenzylamino) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Nitrobenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-ni-trobenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-nitrobenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Nitrobenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Nitrobenzylamino) -5,6-dimethyl-thieno- [2,3- d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3-Nitrobenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimid-n-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-melenedioxyphenethylamino) -6-methyl-thieno- [2, 3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid, - 4 - [4- (3,4-methylenedioxy) eethylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (3,4-methylenedioxyphenethylamino) -5, 6, 7, 8- < tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -cydohexane- (carboxylic acid) 4- [4- (3,4-hetylenedioxyphenethylamino) -5,6-cyclopente-no -thieno- [2,3-d] -pipmidin-2-yl] -cyclohexanecarboxylic acid 4- [4- (3,4-methylenedio-oxyphenethylamino) -5,6-cyclohepte-no-thieno- [2,3 -d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid 4- [4- (3,4-methylenedioxyphenethylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (3,4-methylenedioxyphenethylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid: 4- [4- (3t-4-methylenedioxyphenethylamino) - 5-chloro-6-methyl-thieno- [2,3-d] -p? R? M? Dm-2-? L] -cyclohexanecarboxylic acid4- [4- (3,4-methylenedioxyphenethylamino) -6-nitro -thien- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid, 4- [4- (3,4-methylened? oxphenethylamino) -5,6-dimethyl-thieno- [2,3-d] ] -pyrimidm-2-yl] -cyclohexanecarboxylic acid4- [4- (3,4-methylenediamphenethylammo) -6-trifluoromethyl-thieno- [2, 3-d] -pyrimidm-2-? L] -cyclohexanecarboxylic acid; 4- [4- (3, 4-ethylened? oxo-benzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-et? lend? oxibenzylamino) -5-methyl-thieno- [2, 3-d] -p? rimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-ethylenedioxybenzylamino) -5,6,7,8-ethohydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-ethylenedioxybenzylamino) -5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-ethylenedioxybenzylamino) -5,6-cycloheptene-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-ethylenedioxybenzylamino) -6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-ethylenedioxybenzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4 - [4- (3, 4-ethylenedioxybenzylamino) -5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-r-ethylenedioxybenzylamino) -6-nitro-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3,4-ethylenedioxybenzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- [4- (3, 4-ethylenedioxybenzylamino) -6-trifluoromethyl-thieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- (4-phene-4-phenylethylamine-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid, 4- (4-phenethylamino-5-methyl-thieno- [2,3 -d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4 - (4-phenethylamino-5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -cyclohexanecarboxylic acid; 4- (4-phenethylamino-5,6-cyclopentene-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4- (4-phenethylamino-5,6-cycloheptene-thieno- [2,3-d] - «pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4- (4-phenethylamino-6-ethyl-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4 - (4-phenethylamino-6-chloro-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4- (4-phenethylamino-5-chloro-6-methyl-thieno- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4 - (4-phenethylamino-6-nitro-thienb- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid; 4- (4-Phene-4-phenylethylamine-5,6-dimethyl-thieno- [2,3-d] -pyrimid-2-yl) -cyclohexanecarboxylic acid, 4- (4-phenethylamino-6-trifluoromethyl) -thien- [2,3-d] -pyrimidin-2-yl) -cyclohexanecarboxylic acid. Example 8 A solution of 4- [4- (3-nitrobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid in methanol in the presence of nickel-Raney is hydrogenated. The catalyst is removed by filtration and the solution is concentrated. After recrystallization, 4 - [4- (3-aminobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid is obtained. Example 9 1 ml of freshly distilled acetaldehyde is added to a solution of 6 g of 4- [4- (3-aminobenzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin-2-yl] - benzoic acid and 0.5 g of tetra-4 titanium chloride in 100 ml of methanol. Then add 4 g of sodium cyanoborohydride and stir for 30 hours. Semi-concentrated hydrochloric acid is added, the mixture is worked up and, in a usual manner, 4- [4- (3-N-ethylamino-benzylamino) -5-methyl-thieno- [2,3-d] -pyrimidin- is obtained. 2-yl] -benzoic acid.

Example 10 Analogously to that of Example 2, a reaction is obtained by 2-chloro-5,6,7,8-tetrahydro-4- (3,4-methylenedioxybenzylamine) - [1] -benzothieno- [2] , 3-d] -pyrimidine with piperazin-1-yl-ethyl acetate, el. { 4- [4- (3, 4-methylenedioxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperazin-1-yl} ethyl acetate and with piperidin-4-yl-ethyl acetate, (l- [4- (3,4-methylenedioxybenzylamine) -5,6,7,8-tetrahydro- [1] -benzothieno- [ 2,3-d] -pyrimidin-2-yl] -piperidin-4-yl} -acetic acid ethyl ester.The hydrolysis of these esters yields the acid. {4- [4- (3,4-methylenedioxybenzylamine ) -5, 6, 7, 8- tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -piperazin-1-yl} -acetic acid, mp 250 (dec.) and the acid { 1- [4- (3,4-methylenedioxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] - piperidin-4-yl.} -acetic, amorphous K Ei emplo 11"The following compounds are obtained analogously to the one described in examples 4 and 5: { 4- [4- (3 , 4-methylenedioxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -phenyl} -acetate of ethyl and. 4- [4 - (3-chloro-4-methoxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -phenyl}. -ac ethyl acetate; The acid is obtained by hydrolysis of these esters. { 4- [4- (3,4-methylenedioxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzot-ene- [2,3-d] -pyrimidin-2-yl] -phenyl} -acetic, p.f.214 ° and the acid. { 4- [4- (3-chloro-4-methoxybenzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2,3-d] -pyrimidin-2-yl] -phenyl} -acetic, sodium salt, m.p. > 250 °. The following examples relate to pharmaceutical preparations: Example A: bottles for injections The pH of a solution of 100 g of an active substance of formula I and 5 g of disodium hydrogen phosphate in 3 1 of bidistilled water is adjusted to 6, 5 with 2N hydrochloric acid, then it is filtered under sterile conditions, the bottles are filled with the solution, lyophilized and the bottles are closed under sterile conditions. Each bottle for injection contains 5 mg of the active substance. 4 Example B: suppositories A mixture composed of 20 g of an active substance of formula I, 100 g of soya lecithin and 1400 g of defat cocoa is melted, then the melt is poured into the molds and cooled down . Each suppository contains 20 mg of active substance. Example C: solution A solution is prepared with ig of an active substance of formula I, 9.38 g of NaH2P04 x 2H20, 28.48 g of Na2HP04 x 12 H20, 0.1 g of benzalkonium chloride and 940 ml of water double-distilled The pH is heated to 6.8, brought to a volume of 1 1 and sterilized by irradiation. This solution can be used in the form of drops for children. Example D: Ointment In aseptic conditions 500 mg of an active substance of formula I are mixed with 99.5 g of Vaseline. Example E: Tablets A mixture composed of 1 kg of an active substance of formula I, 4 kg of lactose, 1.2 kg of potato starch, 0.2 kg of talc and 0.1 kg of magnesium stearate is compressed into tablet form, such that each tablet contains 10 mg of the active substance.

EXAMPLE F: Dragees "The tablets are formed analogously to the descriptip in Example E and are then coated in a customary manner with 4 a bath of sucrose, potato starch, talc, tragacanth and dye Example G: capsules j With 2 kg of an active substance of formula I, hard gelatine capsules are filled in such a way that each capsule contains 20 mg of the active substance Example H: ampoules A solution of 1 kg of an active substance of formula I in 60 1 of double-distilled water is filtered under sterile conditions, the ampoules are filled with this solution and then lyophilized and sealed under sterile conditions.Each ampoule contains 10 mg of the active substance Example I: aerosol inhaling solution Dissolve g of an active substance of formula I in 10 1 of isotonic NaCl solution, with this solution commercial containers filled with a vaporizing mechanism are filled in. The solution can be inhaled through the mouth or nose. prox.0, lml) corresponds to a dose of approx. 0, 14mg. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Claims (9)

CLAIMS Having described the invention as above, property is claimed as contained in the following reiviridicaciones: •

1. - Compounds of formula I characterized in that: R? independently represent H, A, OA, alkenyl, alkynyl, CF3 or Hal, being one of the radicals R1 or R2 always? H, R1 and R2, together, also represent alkylene of 3 to 5 carbon atoms, R3, R4 independently represent H, A, OA, NO-, NH2, NHA, NAA 'or Hal, R3 and R4, together, also represent -0-CH2-CH2-, -0-CH2-0- or -0-CH2-CH2-0-, represents a saturated heterocyclic ring of 5 to 7 members that is mono or disubstituted with R5, or a saturated or unsaturated isocyclic ring of 5 to 7 members, mono or disubstituted with R5, R represents COOH, COOA, CONH2, CONAA ', CONHA, CN, CH2COOH or OLjO ^ COOH, A, A' independently represent H or alkyl of 1 to 6 carbon atoms, Hal represents F, Cl, Br or I and n is 0, 1, 2 acceptable f 3, and its salts s from the physiological point of view.

2. Compounds of formula I, according to claim 1 (a) 4- [4- (3,4-methylenedioxy-benzylamino) -5,6,7,8-tetrahydro-d- [1] -benzothieno- [2] , 3-d] -pyrimidin-2'-yl] -benzoic acid; . (b) 4- [4 - * (3,4-methylenedioxy-benzylamino) -6-methyl-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; (c) 4- [4- (3,4-metLlenedioxy-benzylamino) -5,6-dimethyl-thieno- [2,3-d] -pyr? -midin-2-yl] -benzoic acid; '(d) 4 - [4- (3,4-methylenedioxy-benzylamino) -6-chloro-thieno- [2,3-d] -pyrimidin-2-yl] -benzoic acid; (e) 4- [4- (3-Chloro-4-methoxy-benzylamino) -5,6,7,8-tetrahydro- [1] -benzothieno- [2, 3-d] -p? rim acid? din-2-yl] -benzoic acid; (f) 1- [4- (3,4-methylenedioxy-benzylamino) -5/6, 7,8-tetrahydro-d [1] -benzothieno- [2, 3-d] -pyrimidin-2-yl] acid] -piperidine-4-carboxylic acid; (g) 1- [4- (3,4-meth? lend? oxy-benzylamino) -6-methyl-thieno- [2, 3-d] -p? rimid? n-2-yl] -piperidine- acid 4 -carboxylic; (h) 4- [4- (3,4-methylenedioxy-benzylamino) -5,6,7,8-tetrahydro-d- [1] -Benzothieno- [2,3-d] -pyrimidin-2-yl] -carboxylic cyclohexa; and its salts acceptable from the physiological point of view. ,

3. - Process for preparing ^ a) compounds of formula I, according to claim 1, and their salts, wherein X represents a saturated heterocyclic ring of 5-7 members, mono or disubstituted with Rs and linked through N, characterized in that reacts a compound of formula II wherein R1, R2, R3, R4 and n have the indicated meanings, and L represents Cl, Br, OH, SCH3 or an esterified and reactive OH group, with a saturated 5- to 7-membered heterocyclic ring that is mono- or disubstituted with R5, wherein R5 has the indicated meaning, or b) compounds of formula I, according to claim 1, and their salts, wherein X represents a saturated or unsaturated isocylic ring of 5-7 members, mono or disubstituted with R5 and attached through a C, a compound of formula III is reacted, wherein: "R1, R2 and X have the indicated meanings and L represents Cl, Br, OH, SCH3 or an esterified and reactive OH group, with a compound of formula IV wherein R3, R4 and n have the indicated meanings, or c) in a compound of formula I a residue R3, R4 and / or X is transformed into another residue R3, R4 and / or X either by saponifying an ester or reducing a nitro group , and / or by transforming an acid of formula I into one of its salts by treatment with a base.

4. - Process for obtaining pharmaceutical preparations, characterized in that a compound of. Formula I, according to claim 1, and / or one of its physiologically acceptable salts to a suitable dosage form, together with at least one excipient or liquid or semi-liquid solid auxiliary product.

5. Pharmaceutical preparation, characterized in that it contains at least one compound of formula I, according to claim 1, and / or one of its salts acceptable from the physiological point of view.

6. - Compounds of formula I, according to claim 1, and physiologically acceptable salts thereof that are suitable for combating diseases of the cardiocirculato system and for the treatment and / or therapy of potency disorders.

7. Medicament of formula I, according to claim 1, and physiologically acceptable salts thereof which act as phosphodiesterase V. inhibitors. Use of the compounds of formula I, according to claim 1, and or of its physiologically acceptable salts to prepare a medicament. 9. Use of the compounds of formula I, according to claim 1, and / or their physiologically acceptable salts to combat diseases.