GB1481251A - Preparation of 2-aminomethyl-pyrrolidine - Google Patents

Preparation of 2-aminomethyl-pyrrolidine

Info

Publication number
GB1481251A
GB1481251A GB7645/75A GB764575A GB1481251A GB 1481251 A GB1481251 A GB 1481251A GB 7645/75 A GB7645/75 A GB 7645/75A GB 764575 A GB764575 A GB 764575A GB 1481251 A GB1481251 A GB 1481251A
Authority
GB
United Kingdom
Prior art keywords
pyrrolidine
aminomethyl
benzyl
acid
aminomethylpyrrolidine
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
Application number
GB7645/75A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB1481251A publication Critical patent/GB1481251A/en
Expired legal-status Critical Current

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)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (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.
GB7645/75A 1974-03-04 1975-02-24 Preparation of 2-aminomethyl-pyrrolidine Expired GB1481251A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
GB1481251A true GB1481251A (en) 1977-07-27

Family

ID=9135811

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7645/75A Expired GB1481251A (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) FI750558A (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)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1988001866A1 (en) * 1986-09-09 1988-03-24 Adria Laboratories, 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

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1988001866A1 (en) * 1986-09-09 1988-03-24 Adria Laboratories, Inc. Method for controlling emesis caused by chemotherapeutic agents and antiemetic agents useful therein
US4772459A (en) * 1986-09-09 1988-09-20 Erbamont, Inc. Method for controlling emesis caused by chemotherapeutic agents and antiemetic agents useful therein

Also Published As

Publication number Publication date
DK83875A (en) 1975-09-05
AR207350A1 (en) 1976-09-30
BE825728A (en) 1975-08-20
NO145439C (en) 1982-03-24
PL94801B1 (en) 1977-08-31
IE40685B1 (en) 1979-08-01
CA1047041A (en) 1979-01-23
FI750558A (en) 1975-09-05
EG11753A (en) 1978-06-30
HK27878A (en) 1978-06-09
JPS50121264A (en) 1975-09-23
FR2263239A1 (en) 1975-10-03
SU591139A3 (en) 1978-01-30
CH602636A5 (en) 1978-07-31
JPS5948825B2 (en) 1984-11-29
MW875A1 (en) 1975-10-08
IE40685L (en) 1975-09-04
YU67675A (en) 1982-02-25
FR2263239B1 (en) 1977-03-04
ATA160575A (en) 1980-02-15
NO750699L (en) 1975-09-05
BG25077A3 (en) 1978-07-12
CS179935B2 (en) 1977-12-30
IL46657A (en) 1977-12-30
DD117450A5 (en) 1976-01-12
ZM2775A1 (en) 1975-12-22
HU169274B (en) 1976-10-28
SE7502340L (en) 1975-09-05
PH11269A (en) 1977-11-02
SE401367B (en) 1978-05-02
YU36500B (en) 1984-02-29
AU7848675A (en) 1976-08-26
RO64007A (en) 1978-08-15
ES435139A1 (en) 1977-02-01
NL7502425A (en) 1975-09-08
LU71947A1 (en) 1976-02-04
DE2506515A1 (en) 1975-09-11
AT358569B (en) 1980-09-25
OA04856A (en) 1980-10-31
NO145439B (en) 1981-12-14
ZA751072B (en) 1976-01-28

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19930224