REVIEW 1-Cyclopropyl-6-fluoro-7-chloride-4-oxo-1,4-dihydro-1,8-napthyridine-3-carboxylic acid is a key intermediate in the synthesis of 7-amine based fluoroquinoline antibacterials agents. Reaction at the 7- chloro with amines, in particular secondary amines, gives rise to a range of fluoroquinolones with antibacterial activity.
REFERENCES
[1]
Mich, Thomas F.; Sanchez, Joseph P.; Domagala, John M.; Trehen, Ashok K. 1-Cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids; 1-cyclopropyl-1, 4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acids and their derivatives Eur. Pat. Appl. (1985), EP 153828 A2 19850904.
Mich, Thomas F.; Sanchez, Joseph P.; Domagala, John M. Substituted-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acids; substituted-5-amino-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acids; substituted-5-amino-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids; their derivatives; and pharmaceutical compositions compris Eur. Pat. Appl. (1986), EP 172651 A1 19860226.
[4]
Sanchez, Joseph P.; Domagala, John M.; Hagen, Susan E.; Heifetz, Carl L.; Hutt, Marland P.; Nichols, Jeffry B.; Trehan, Ashok K. Quinolone antibacterial agents. Synthesis and structure-activity relationships of 8-substituted quinoline-3-carboxylic acids and 1,8-naphthyridine-3-carboxylic acids Journal of Medicinal Chemistry (1988), 31(5), 983-91.
[5]
Nishimura, Yoshiro; Hirose, Tohru; Okada, Hidetsugu; Shibamori, Kohichiro; Nakano, Junji; Matsumoto, Junichi Pyridonecarboxylic acid antibacterial agents. XV. Synthesis of 7-thio-substituted 4-oxoquinoline-3-carboxylic acids with antibacterial activity Chemical & Pharmaceutical Bulletin (1990), 38(8), 2190-6.
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