Citric Acid → HCID 67490922, compound

Participants

Reaction Steps

To a solution of ethyl 7-[(1S,5R)-1-tert-butoxycarbonylamino-6,6-difluoro-3-azabicyclo[3.3.0]octan-3-yl]-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylate (436 mg, 0.769 mmol) in ethanol (5 mL) was added 1 mol/L aqueous solution of sodium hydroxide (0.845 mL) at 0° C., and the mixture was stirred at room temperature for 13 hours. To the mixture was further added 1 mol/L aqueous solution of sodium hydroxide (0.845 mL) at 0° C., and the mixture was stirred at room temperature for 4 hours. To the mixture was added 10% aqueous solution of citric acid, and ethanol was distilled off under reduced pressure. The residue was diluted with water and extracted with dichloromethane (3×). The combined organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel flush column chromatography (ethyl acetate/hexane=1:3→1:1→2:1→ethyl acetate) to afford 342 mg of the title compound as a colorless foam.

Provenance & Evidence