ES398077A1 - A procedure for preparing compounds of 1.sustituide-2 - (1, 1-difluoroalcohil) -1H-imidazo (4,5-b) pyridine. (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for preparing compounds of 1.sustituide-2 - (1, 1-difluoroalcohil) -1H-imidazo (4,5-b) pyridine. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES398077A1 ES398077A1 ES398077A ES398077A ES398077A1 ES 398077 A1 ES398077 A1 ES 398077A1 ES 398077 A ES398077 A ES 398077A ES 398077 A ES398077 A ES 398077A ES 398077 A1 ES398077 A1 ES 398077A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- see formula
- alcohol
- radical
- substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 150000002431 hydrogen Chemical group 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- -1 as defined above Chemical group 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052717 sulfur Chemical group 0.000 abstract 2
- 239000011593 sulfur Chemical group 0.000 abstract 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- RVAUFHAJSOMPOZ-UHFFFAOYSA-N NCl[N+]([O-])=O Chemical compound NCl[N+]([O-])=O RVAUFHAJSOMPOZ-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 abstract 1
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Chemical group 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
A process for preparing 1-substituted-2- (1,1-difluoroalcohyl) -1H-imidazo (4,5-b) pyridine compounds, characterized by formula I **(See formula)** wherein R1 represents hydrogen, chlorine, fluorine, C1-C6 perfluoroalkyl, or a radical of the formula: **(See formula)** where each Z independently represents hydrogen or halogen and n represents 0 or 1; R2 represents halogen, nitro, -CF3 -CF2Cl, -CF2H or C1-C4 lower alcohol-sulfonyl and R3 represents: (1) C1-C8 alcohol; (2) C2-C8 alkenyl; (3) C5-C6 cycloalkyl; (4) benzyl; (5) phenethyl; (6) C2-C16 alkanoyl; (7) C3-C16 alkenoyl; (8) formula carbamoyl **(See formula)** where X represents oxygen or sulfur; and one R4 represents phenyl, C1-C4 lower alcohol, or C2-C4 lower alkenyl, and the other R4 represents hydrogen, C1-C4 lower alcohol, or C2-C4 lower alkenyl, subject to the limitation that both R4 residues, taken together, do not contain more than six carbon atoms, or that both R4 residues, taken together, represent C2-C6 straight-chain alcohol, both inclusive; (9) a radical of formula (see formula) lower than C1-C4 or (see formula), where X is, as above, oxygen or sulfur; (10) a radical of formula (see formula) where R5 represents methylene, ethylene, or vinylene, and n represents 0 or 1; (ll) a radical of formulas (see formula) substituted and (see formula) substituted, where substituted phenyl is a phenyl radical having 1 to 3 substituents, each of which, independently, is amino, nitro, chlorine, methyl, or methoxy, and R6 represents lower C1- alcohol. C4, both inclusive; (12) -SO2R7 where R7 is lower alcohol, as defined above, C5-C6 cycloalkoxy, phenyl, substituted phenyl, as defined above, or benzyl; or (13) tetrahydro-2-pyranyl; characterized by reacting the hydroxy compound, in which R3 is hydrogen, with a halide of formula R3X, where X is halo and R3 is as previously defined. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10041070A | 1970-12-21 | 1970-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES398077A1 true ES398077A1 (en) | 1974-07-16 |
Family
ID=22279615
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES398078A Expired ES398078A1 (en) | 1970-12-21 | 1971-12-17 | A procedure for preparing compounds of 1-substitute-2 - (1,1-difluoroalcohyl) -1H-imidazo (4,5-b) pyridine. (Machine-translation by Google Translate, not legally binding) |
| ES398079A Expired ES398079A1 (en) | 1970-12-21 | 1971-12-17 | A procedure for preparing compounds of 1-substitute-2 - (1,1-difluoroalcohyl) -1H-imidazo (4,5-b) pyridine. (Machine-translation by Google Translate, not legally binding) |
| ES398077A Expired ES398077A1 (en) | 1970-12-21 | 1971-12-17 | A procedure for preparing compounds of 1.sustituide-2 - (1, 1-difluoroalcohil) -1H-imidazo (4,5-b) pyridine. (Machine-translation by Google Translate, not legally binding) |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES398078A Expired ES398078A1 (en) | 1970-12-21 | 1971-12-17 | A procedure for preparing compounds of 1-substitute-2 - (1,1-difluoroalcohyl) -1H-imidazo (4,5-b) pyridine. (Machine-translation by Google Translate, not legally binding) |
| ES398079A Expired ES398079A1 (en) | 1970-12-21 | 1971-12-17 | A procedure for preparing compounds of 1-substitute-2 - (1,1-difluoroalcohyl) -1H-imidazo (4,5-b) pyridine. (Machine-translation by Google Translate, not legally binding) |
Country Status (6)
| Country | Link |
|---|---|
| AT (1) | AT323166B (en) |
| CA (1) | CA924726A (en) |
| ES (3) | ES398078A1 (en) |
| PH (1) | PH10137A (en) |
| SU (1) | SU374785A3 (en) |
| TR (1) | TR16706A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108250196B (en) * | 2016-12-29 | 2022-12-30 | 上海汇伦医药股份有限公司 | Process for the preparation of (piperazin-1-yl) -1-hydro-imidazoheteroaromatic compounds |
-
1971
- 1971-03-04 CA CA106895A patent/CA924726A/en not_active Expired
- 1971-03-18 AT AT371172A patent/AT323166B/en not_active IP Right Cessation
- 1971-03-18 SU SU1633751A patent/SU374785A3/ru active
- 1971-03-18 TR TR1670671A patent/TR16706A/en unknown
- 1971-03-19 PH PH12304A patent/PH10137A/en unknown
- 1971-12-17 ES ES398078A patent/ES398078A1/en not_active Expired
- 1971-12-17 ES ES398079A patent/ES398079A1/en not_active Expired
- 1971-12-17 ES ES398077A patent/ES398077A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CA924726A (en) | 1973-04-17 |
| ES398078A1 (en) | 1974-07-16 |
| ES398079A1 (en) | 1974-07-16 |
| AT323166B (en) | 1975-06-25 |
| SU374785A3 (en) | 1973-03-20 |
| PH10137A (en) | 1976-09-06 |
| TR16706A (en) | 1973-03-01 |
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