Ethyl 6,7-difluoro-1-[(1R,2S)-2-fluorocyclopropyl]1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate → ethyl 6-amino-7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate

Participants

Reaction Steps

Ethyl 6,7-difluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate (10.04 g, 27.12 mmol) was dissolved in dimethylformamide (150 ml), and 28% ammonia water (32.1 ml) was added dropwise thereto while stirring and cooling with ice. While sealing the reaction solution in a sealed tube, it was stirred at room temperature for 4 hours. The reaction solution was then dissolved in methanol (200 ml) and concentrated under a reduced pressure. The residue obtained was purified by recrystallization from a mixed solvent of 2-propanol/chloroform/28% ammonia water, and after drying under a reduced pressure, 7.07 g (71%) of the title compound was obtained as a yellow powder.

Provenance & Evidence