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IE40685B1 - Preparation of 2-aminomethyl-pyrrolidine - Google Patents

Preparation of 2-aminomethyl-pyrrolidine

Info

Publication number
IE40685B1
IE40685B1 IE377/75A IE37775A IE40685B1 IE 40685 B1 IE40685 B1 IE 40685B1 IE 377/75 A IE377/75 A IE 377/75A IE 37775 A IE37775 A IE 37775A IE 40685 B1 IE40685 B1 IE 40685B1
Authority
IE
Ireland
Prior art keywords
pyrrolidine
aminomethyl
benzyl
acid
aminomethylpyrrolidine
Prior art date
Application number
IE377/75A
Other versions
IE40685L (en
Original Assignee
Ile De France
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ile De France filed Critical Ile De France
Publication of IE40685L publication Critical patent/IE40685L/en
Publication of IE40685B1 publication Critical patent/IE40685B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/267—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/20—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1481251 2 - Aminomethylpyrrolidine SOC D'ETUDES SCIENTIFIQUES ET INDUSTTRIELLES DE L'ILE-DE-FRANCE 24 Feb 1975 [4 March 1974] 7645/75 Heading C2C 2 - Aminomethylpyrrolidine and its acid addition salts are prepared by reacting 2-pyrrolidone in a basic medium in a solvent with a reactive benzyl compound of formula wherein X is a reactive atom or group (e.g. a halogen atom or a tosyl group), to produce N- benzyl-2-pyrrolidone, treating the latter with a di(C 1-3 alkyl)sulphate and an alkali metal alcoholate, followed by nitromethane, to produce N-benzyl-2-nitromethylene-pyrrolidine and then (a) reducing the latter to 2-aminomethylpyrrolidine by hydrogen in the presence of a catalyst either directly or via the intermediate N-benzyl-2-aminomethyl-pyrrolidine or (b) reducing to N-benzyl-2-aminomethyl-pyrrolidine by a metal/acid system and then to 2-aminomethyl-pyrrolidine by hydrogen in the presence of a catalyst, the 2-aminomethyl-pyrrolidine being optionally converted to an acid-addition salt by treatment with an acid. [GB1481251A]
IE377/75A 1974-03-04 1975-02-24 Preparation of 2-aminomethyl-pyrrolidine IE40685B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7407342A FR2263239B1 (en) 1974-03-04 1974-03-04

Publications (2)

Publication Number Publication Date
IE40685L IE40685L (en) 1975-09-04
IE40685B1 true IE40685B1 (en) 1979-08-01

Family

ID=9135811

Family Applications (1)

Application Number Title Priority Date Filing Date
IE377/75A IE40685B1 (en) 1974-03-04 1975-02-24 Preparation of 2-aminomethyl-pyrrolidine

Country Status (33)

Country Link
JP (1) JPS5948825B2 (en)
AR (1) AR207350A1 (en)
AT (1) AT358569B (en)
BE (1) BE825728A (en)
BG (1) BG25077A3 (en)
CA (1) CA1047041A (en)
CH (1) CH602636A5 (en)
CS (1) CS179935B2 (en)
DD (1) DD117450A5 (en)
DE (1) DE2506515A1 (en)
DK (1) DK83875A (en)
EG (1) EG11753A (en)
ES (1) ES435139A1 (en)
FI (1) FI750558A7 (en)
FR (1) FR2263239B1 (en)
GB (1) GB1481251A (en)
HK (1) HK27878A (en)
HU (1) HU169274B (en)
IE (1) IE40685B1 (en)
IL (1) IL46657A (en)
LU (1) LU71947A1 (en)
MW (1) MW875A1 (en)
NL (1) NL7502425A (en)
NO (1) NO145439C (en)
OA (1) OA04856A (en)
PH (1) PH11269A (en)
PL (1) PL94801B1 (en)
RO (1) RO64007A (en)
SE (1) SE401367B (en)
SU (1) SU591139A3 (en)
YU (1) YU36500B (en)
ZA (1) ZA751072B (en)
ZM (1) ZM2775A1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4772459A (en) * 1986-09-09 1988-09-20 Erbamont, Inc. Method for controlling emesis caused by chemotherapeutic agents and antiemetic agents useful therein

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1785124A1 (en) * 1968-08-13 1971-11-11 Prym Werke William Zipper
JPS5146901B2 (en) * 1971-08-24 1976-12-11
CH556836A (en) * 1971-09-30 1974-12-13 Fratmann Ag PROCESS FOR THE PREPARATION OF 1-ALKENYL-2-AMINOMETHYLPYRROLIDINES.
NL7304089A (en) * 1972-03-30 1973-10-02
CH573404A5 (en) * 1972-07-28 1976-03-15 Inventa Ag

Also Published As

Publication number Publication date
YU67675A (en) 1982-02-25
BG25077A3 (en) 1978-07-12
AR207350A1 (en) 1976-09-30
ATA160575A (en) 1980-02-15
IE40685L (en) 1975-09-04
CA1047041A (en) 1979-01-23
FR2263239A1 (en) 1975-10-03
JPS5948825B2 (en) 1984-11-29
IL46657A (en) 1977-12-30
SE7502340L (en) 1975-09-05
DK83875A (en) 1975-09-05
PH11269A (en) 1977-11-02
AT358569B (en) 1980-09-25
NL7502425A (en) 1975-09-08
ES435139A1 (en) 1977-02-01
CS179935B2 (en) 1977-12-30
CH602636A5 (en) 1978-07-31
JPS50121264A (en) 1975-09-23
OA04856A (en) 1980-10-31
DD117450A5 (en) 1976-01-12
ZA751072B (en) 1976-01-28
MW875A1 (en) 1975-10-08
LU71947A1 (en) 1976-02-04
NO145439B (en) 1981-12-14
NO750699L (en) 1975-09-05
SU591139A3 (en) 1978-01-30
BE825728A (en) 1975-08-20
FR2263239B1 (en) 1977-03-04
FI750558A7 (en) 1975-09-05
EG11753A (en) 1978-06-30
GB1481251A (en) 1977-07-27
HU169274B (en) 1976-10-28
HK27878A (en) 1978-06-09
PL94801B1 (en) 1977-08-31
RO64007A (en) 1978-08-15
NO145439C (en) 1982-03-24
ZM2775A1 (en) 1975-12-22
AU7848675A (en) 1976-08-26
SE401367B (en) 1978-05-02
YU36500B (en) 1984-02-29
DE2506515A1 (en) 1975-09-11

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