FR2421892A1 - (N)-Ethyl:pyrrolidinyl:methyl-2,2-di:phenyl-2-hydroxy-acetamide prepn. - with antiarrhythmic activity, by aminolysis of methyl benzilate - Google Patents

(N)-Ethyl:pyrrolidinyl:methyl-2,2-di:phenyl-2-hydroxy-acetamide prepn. - with antiarrhythmic activity, by aminolysis of methyl benzilate

Info

Publication number
FR2421892A1
FR2421892A1 FR7731397A FR7731397A FR2421892A1 FR 2421892 A1 FR2421892 A1 FR 2421892A1 FR 7731397 A FR7731397 A FR 7731397A FR 7731397 A FR7731397 A FR 7731397A FR 2421892 A1 FR2421892 A1 FR 2421892A1
Authority
FR
France
Prior art keywords
methyl
ethyl
aminolysis
prepn
pyrrolidinyl
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.)
Granted
Application number
FR7731397A
Other languages
French (fr)
Other versions
FR2421892B1 (en
Inventor
P Hascoet
H Gousse
G Mouzin
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.)
Pierre Fabre SA
Original Assignee
Pierre Fabre SA
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 Pierre Fabre SA filed Critical Pierre Fabre SA
Priority to FR7731397A priority Critical patent/FR2421892A1/en
Priority to NL7810359A priority patent/NL7810359A/en
Priority to ES474228A priority patent/ES474228A1/en
Publication of FR2421892A1 publication Critical patent/FR2421892A1/en
Application granted granted Critical
Publication of FR2421892B1 publication Critical patent/FR2421892B1/fr
Granted 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
    • C07D207/04—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

Abstract

Prepn. of N-(1-ethyl-2-pyrrolidinylmethyl)-2,2-diphenyl-2-hydroxyacetamide (I) is carried out by subjecting methyl benzilate (II) to aminolysis, pref. with 1-ethyl-2-amino-methylpyrrolidine (III):- (I) is useful as an antiarrhythmic agent. The process is simpler and gives higher yields than the known process in which benzilic acid is reacted with PCl5, the resulting acid chloride is reacted with (III). and the product is hydrolysed.
FR7731397A 1977-10-17 1977-10-17 (N)-Ethyl:pyrrolidinyl:methyl-2,2-di:phenyl-2-hydroxy-acetamide prepn. - with antiarrhythmic activity, by aminolysis of methyl benzilate Granted FR2421892A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
FR7731397A FR2421892A1 (en) 1977-10-17 1977-10-17 (N)-Ethyl:pyrrolidinyl:methyl-2,2-di:phenyl-2-hydroxy-acetamide prepn. - with antiarrhythmic activity, by aminolysis of methyl benzilate
NL7810359A NL7810359A (en) 1977-10-17 1978-10-16 PROCESS FOR PREPARING N- (N'-ETHYLPYRROLIDI-NO-2-METHYL) -ALFA, ALFA-DIPHENYL-ALFA-HYDROXYACET-AMIDE.
ES474228A ES474228A1 (en) 1977-10-17 1978-10-16 (N)-Ethyl:pyrrolidinyl:methyl-2,2-di:phenyl-2-hydroxy-acetamide prepn. - with antiarrhythmic activity, by aminolysis of methyl benzilate

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7731397A FR2421892A1 (en) 1977-10-17 1977-10-17 (N)-Ethyl:pyrrolidinyl:methyl-2,2-di:phenyl-2-hydroxy-acetamide prepn. - with antiarrhythmic activity, by aminolysis of methyl benzilate

Publications (2)

Publication Number Publication Date
FR2421892A1 true FR2421892A1 (en) 1979-11-02
FR2421892B1 FR2421892B1 (en) 1980-08-14

Family

ID=9196667

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7731397A Granted FR2421892A1 (en) 1977-10-17 1977-10-17 (N)-Ethyl:pyrrolidinyl:methyl-2,2-di:phenyl-2-hydroxy-acetamide prepn. - with antiarrhythmic activity, by aminolysis of methyl benzilate

Country Status (3)

Country Link
ES (1) ES474228A1 (en)
FR (1) FR2421892A1 (en)
NL (1) NL7810359A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0367040A1 (en) * 1988-11-04 1990-05-09 Kabi Pharmacia AB Compounds for the treatment of urinary incontinence
US5236956A (en) * 1988-11-04 1993-08-17 Kabi Pharmacia Aktiebolag Compounds for the treatment of urinary incontinence

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2299862A1 (en) * 1975-02-07 1976-09-03 Ile De France Substd. N-(1-benzylpyrrolidinyl-2-alkyl)benzamides - used as antiemetics, anti-ulcer agents and CNS active
FR2319337A1 (en) * 1975-07-30 1977-02-25 Fabre Sa Pierre GEM DIARYLES WITH ANTIARRHYTHMIC ACTIVITY USEFUL IN CARDIOVASCULAR THERAPEUTICS

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2299862A1 (en) * 1975-02-07 1976-09-03 Ile De France Substd. N-(1-benzylpyrrolidinyl-2-alkyl)benzamides - used as antiemetics, anti-ulcer agents and CNS active
FR2319337A1 (en) * 1975-07-30 1977-02-25 Fabre Sa Pierre GEM DIARYLES WITH ANTIARRHYTHMIC ACTIVITY USEFUL IN CARDIOVASCULAR THERAPEUTICS

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0367040A1 (en) * 1988-11-04 1990-05-09 Kabi Pharmacia AB Compounds for the treatment of urinary incontinence
US5236956A (en) * 1988-11-04 1993-08-17 Kabi Pharmacia Aktiebolag Compounds for the treatment of urinary incontinence

Also Published As

Publication number Publication date
NL7810359A (en) 1979-04-19
FR2421892B1 (en) 1980-08-14
ES474228A1 (en) 1979-04-01

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Legal Events

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