Acetic Acid → 1-Cyclopropyl-6-fluoro-7-(3-hydroxy-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

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Reaction Steps

A mixture of 1 g (3.5 mmoles) of 1-cyclopropyl-7-chloro-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, 0.77 g (7.9 mmoles) of 3-hydroxyazetidine hydrochloride, 2.15 g (21.3 mmoles) of triethylamine is heated to 160° C. in 10 ml of dimethyl sulphoxide for 6 hours. The mixture is cooled, diluted with water and acidified with acetic acid. After filtering and recrystallising from dimethylformamide 0.3 g (27%) of 1-cyclopropyl-6-fluoro-7-(3-hydroxy-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are obtained, melting at 296°-8° C.

Provenance & Evidence