ES372615A1 - A procedure for the preparation of new 5-aroil-pirrol-2-carboxylic acids and derivatives of carboxylic acid. (Machine-translation by Google Translate, not legally binding) - Google Patents

A procedure for the preparation of new 5-aroil-pirrol-2-carboxylic acids and derivatives of carboxylic acid. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES372615A1
ES372615A1 ES372615A ES372615A ES372615A1 ES 372615 A1 ES372615 A1 ES 372615A1 ES 372615 A ES372615 A ES 372615A ES 372615 A ES372615 A ES 372615A ES 372615 A1 ES372615 A1 ES 372615A1
Authority
ES
Spain
Prior art keywords
lower alkyl
acid
carboxylic acid
general formula
carboxylic acids
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
ES372615A
Other languages
Spanish (es)
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.)
Janssen Pharmaceuticals Inc
Original Assignee
McNeilab Inc
McNeil Laboratories Inc
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 McNeilab Inc, McNeil Laboratories Inc filed Critical McNeilab Inc
Publication of ES372615A1 publication Critical patent/ES372615A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/30Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)

Abstract

A procedure for the preparation of new 5-aroyl-pyrrole-2-carboxylic acids and carboxylic acid derivatives of general formula: **(See formula)** and the therapeutically useful salts of the corresponding carboxylic acids, where Ar is a phenyl group or a phenyl group substituted with one or more of the halogen, lower alkyl, lower alkoxy, nitro, amino, methylthio and cyano radicals and R3 represents a member selected from the group consisting of COOH, COO-lower alkyl, CONH2, CONH-lower alkyl and CON- (lower alkyl) 2, whose process is characterized by reacting a carboxylic acid halide of general formula: **(See formula)** where Ar'has the meaning given above to Ar except for the aminophenyl group, with a pyrrole derivative of general formula: **(See formula)** in the presence of a Lewis acid and a solvent and, if desired, subjecting the ester thus obtained of the general formula **(See formula)** to one or both of the following operations, in arbitrary order: a) hydrolysis to free carboxylic acid and, if desired, subsequent conversion of said acid to the corresponding amide with ammonia or with an appropriate lower alkylamine or di (lower alkyl) amine or treating said acid with a base, in order to convert said acid in a therapeutically useful salt; b) in the case that Ar'is a nitrophenyl group, catalytically hydrogenate said product to give the corresponding compound in which Ar is aminophenyl. (Machine-translation by Google Translate, not legally binding)
ES372615A 1968-07-01 1969-10-16 A procedure for the preparation of new 5-aroil-pirrol-2-carboxylic acids and derivatives of carboxylic acid. (Machine-translation by Google Translate, not legally binding) Expired ES372615A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US74134868A 1968-07-01 1968-07-01

Publications (1)

Publication Number Publication Date
ES372615A1 true ES372615A1 (en) 1972-02-16

Family

ID=24980356

Family Applications (2)

Application Number Title Priority Date Filing Date
ES372615A Expired ES372615A1 (en) 1968-07-01 1969-10-16 A procedure for the preparation of new 5-aroil-pirrol-2-carboxylic acids and derivatives of carboxylic acid. (Machine-translation by Google Translate, not legally binding)
ES372616A Expired ES372616A1 (en) 1968-07-01 1969-10-16 A procedure for the preparation of new 5-aroil-pirrol-2-o-3-carboxylic acids and derivatives of carboxylic acid. (Machine-translation by Google Translate, not legally binding)

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES372616A Expired ES372616A1 (en) 1968-07-01 1969-10-16 A procedure for the preparation of new 5-aroil-pirrol-2-o-3-carboxylic acids and derivatives of carboxylic acid. (Machine-translation by Google Translate, not legally binding)

Country Status (2)

Country Link
AT (2) AT292686B (en)
ES (2) ES372615A1 (en)

Also Published As

Publication number Publication date
AT292686B (en) 1971-09-10
AT292685B (en) 1971-09-10
ES372616A1 (en) 1972-02-16

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