Premium
An efficient synthesis of 6‐fluoronalidixic acid and its conversion to enoxacin
Author(s) -
Sanchez Joseph P.,
Rogowski John W.
Publication year - 1987
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570240139
Subject(s) - chemistry , enoxacin , piperazine , carboxylic acid , combinatorial chemistry , antibacterial agent , ethyl ester , organic chemistry , stereochemistry , antibiotics , biochemistry , norfloxacin , ciprofloxacin
1‐Ethyl‐6‐fluoro‐1,4‐dihydro‐7‐methyl‐4‐oxo‐1,8‐naphthyridine‐3‐carboxylic acid ( 8 ) has been prepared in large quantities by a highly efficient process. It has in turn been degraded to give 7‐chloro‐1‐ethyl‐6‐fluoro‐1,4‐dihydro‐4‐oxo‐1,8‐naphthyridine‐3‐carboxylic acid ( 11 ). This intermediate has been reacted with piperazine to give the known antibacterial agent, enoxacin ( 12 ).