Process for quinoline-3-carboxylic acid antibacterial agents

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrogen attached directly or indirectly to the purine ring...

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544 3, 544 53, 544 54, 544 55, 544 56, 544 582, 544 586, 544 62, 544 63, 544 96, 544 98, 544128, 544238, 544333, 544336, 544351, 544363, 546 15, 546 16, 546113, 546122, 546126, 546153, 546156, 558389, 560 51, C07D21522, C07D45104, C07D47104, C07D47108

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047727063

ABSTRACT:
An improved process for the preparation of 7-substituted amino-1-alkyl- or cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids is described where tetrafluorobenzoyl chloride is converted in three operations via 1-alkyl or 1-cycloalkyl-1,4-dihydro-6,7,8-trifluoro-4-oxoquinoline-3-carbonitrile which in a separate step or in situ is displaced and hydrolyzed to the desired product.

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patent: 4680401 (1987-07-01), Grohe
patent: 4699992 (1987-10-01), Grohe
Jerry March, "Advanced Organic Chemistry" (2nd ed.) McGraw-Hill Publishers (1977) pp. 418-419 and 441 and 572.
Gilman and Spatz, J. Am. Chem. Soc., vol. 63, p. 1553 (1941).
Nakanishi et al., Chem. Abstracts, 71:101735q (1969).
Kozello et al., Pharmaceutical Chemistry Journal (Eng. Transl. of Khimiko-Farmatsevitcheskii Zhurnal) vol. 5, (1971) pp. 21-22.

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