Acetic Acid → Diisopropyl Ether

Participants

Reaction Steps

Ethyl 1-(3-t-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate (500 mg) was added to 8 ml of a mixture of 3N hydrochloric acid and acetic acid, which was stirred and heated at reflux for 3.5 hours. After 16 ml of distilled water was added, the reaction solution was heated at reflux for 10 minutes, then allowed to cool down, and combined with 80 ml of chloroform and 10 ml of distilled water. The solution was separated, the chloroform layer was concentrated in vacua. The precipitate was dispersed in ethanol, collected by filtration, and washed with ethanol and then with diisopropyl ether to give 295 mg of the title compound.

Provenance & Evidence