ES2051225A1 - Procedure for preparation of 1-ethyl-6-fluoro-7-(pyrrol-1- yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid - Google Patents

Procedure for preparation of 1-ethyl-6-fluoro-7-(pyrrol-1- yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

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Publication number
ES2051225A1
ES2051225A1 ES09201540A ES9201540A ES2051225A1 ES 2051225 A1 ES2051225 A1 ES 2051225A1 ES 09201540 A ES09201540 A ES 09201540A ES 9201540 A ES9201540 A ES 9201540A ES 2051225 A1 ES2051225 A1 ES 2051225A1
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Spain
Prior art keywords
pyrrol
fluoro
ethyl
dihydro
oxo
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
ES09201540A
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Spanish (es)
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ES2051225B1 (en
Inventor
Giral Salvador Mirallas
Corominas Juan Pares
Constansa Jordi Frigola
Baro Miquel Ribalta
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.)
Esteve Quimica SA
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Esteve Quimica SA
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Priority to ES9201540A priority Critical patent/ES2051225B1/en
Publication of ES2051225A1 publication Critical patent/ES2051225A1/en
Application granted granted Critical
Publication of ES2051225B1 publication Critical patent/ES2051225B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Procedure for preparation of 1-ethyl-6-fluoro-7-(pyrrol-1- yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid. Procedure for preparation of 1-ethyl-6-fluoro-7-(pyrrol-1- yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, for use as an antibacterial and fungistatic agent, of formula I, which consists in reacting diethyl 3-amino-4- fluoroanilinomethylenemalonate with 2,5- dimethoxytetrahydrofuran, so as to obtain diethyl 4- fluoro-3-(pyrrol-1-yl)-anilinomethylmalonate, which by thermal cyclization in diphenyl oxide gives ethyl 6- fluoro-7-(pyrrol-1-yl)-1,4-dihydro-4-oxo-3- quinolinecarboxylate, which is reacted with an ethyl halide, giving the derivative N-alkylate, which after hydrolysis of the ester group gives rise to the compound I.
ES9201540A 1992-07-23 1992-07-23 PROCEDURE FOR THE PREPARATION OF ACID 1-ETIL-6-FLUORO-7- (PIRROL-1-IL) -1,4-DIHIDRO-4-OXO-3-QUINOLEINCARBOXILICO. Expired - Fee Related ES2051225B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
ES9201540A ES2051225B1 (en) 1992-07-23 1992-07-23 PROCEDURE FOR THE PREPARATION OF ACID 1-ETIL-6-FLUORO-7- (PIRROL-1-IL) -1,4-DIHIDRO-4-OXO-3-QUINOLEINCARBOXILICO.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES9201540A ES2051225B1 (en) 1992-07-23 1992-07-23 PROCEDURE FOR THE PREPARATION OF ACID 1-ETIL-6-FLUORO-7- (PIRROL-1-IL) -1,4-DIHIDRO-4-OXO-3-QUINOLEINCARBOXILICO.

Publications (2)

Publication Number Publication Date
ES2051225A1 true ES2051225A1 (en) 1994-06-01
ES2051225B1 ES2051225B1 (en) 1994-12-16

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Family Applications (1)

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ES9201540A Expired - Fee Related ES2051225B1 (en) 1992-07-23 1992-07-23 PROCEDURE FOR THE PREPARATION OF ACID 1-ETIL-6-FLUORO-7- (PIRROL-1-IL) -1,4-DIHIDRO-4-OXO-3-QUINOLEINCARBOXILICO.

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ES (1) ES2051225B1 (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2210413A1 (en) * 1972-12-18 1974-07-12 Dainippon Pharmaceutical Co
US4404207A (en) * 1981-11-06 1983-09-13 Riker Laboratories, Inc. Antimicrobial 8-substituted benzo [IJ]quinolizines
ES8503335A1 (en) * 1983-07-06 1985-03-01 Provesan Sa 7-(Pyrrol-1-yl)-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid and 7-(pyrrol-1-yl)-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid derivatives, their preparation and use as medicaments.
EP0155244A2 (en) * 1984-03-13 1985-09-18 BIOCHEM DESIGN S.r.l. 1-Ethyl-6-fluoro-7-(1H-pirrol-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid: preparation and antimicrobial activities

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2210413A1 (en) * 1972-12-18 1974-07-12 Dainippon Pharmaceutical Co
US4404207A (en) * 1981-11-06 1983-09-13 Riker Laboratories, Inc. Antimicrobial 8-substituted benzo [IJ]quinolizines
ES8503335A1 (en) * 1983-07-06 1985-03-01 Provesan Sa 7-(Pyrrol-1-yl)-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid and 7-(pyrrol-1-yl)-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid derivatives, their preparation and use as medicaments.
EP0155244A2 (en) * 1984-03-13 1985-09-18 BIOCHEM DESIGN S.r.l. 1-Ethyl-6-fluoro-7-(1H-pirrol-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid: preparation and antimicrobial activities

Also Published As

Publication number Publication date
ES2051225B1 (en) 1994-12-16

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Effective date: 20050726