7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid → 1-Cyclopropyl-6-fluoro-1,4-dihydro-7-(4-methylamino-1,3,3a,4,7,7a-hexahydro-isoindol-2-yl)-4-oxo-1,8-naphthyridine-3-carboxylic acid

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Reaction Steps

282 mg (1 mmol) of 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid are stirred in 3 ml of acetonitrile with 310 mg (2 mmol) of 4-methylamino-1,3,3a,4,7,7a-hexahydro-isoindole at room temperature for 1 hour. The undissolved solid is filtered off with suction, washed with water and acetonitrile and dried at 120° C. under a high vacuum. 0.4 g of 1-cyclopropyl-6-fluoro-1,4-dihydro-7-(4-methylamino-1,3,3a,4,7,7a-hexahydro-isoindol-2-yl)-4-oxo-1,8-naphthyridine-3-carboxylic acid is obtained as a crude product, which is dissolved in 5 ml of half-concentrated hydrochloric acid under the influence of heat. The hydrochloride is precipitated by addition of ethanol, filtered off with suction and dried at 120° C. under a high vacuum.

Provenance & Evidence