Water → HCID 59002866, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-isopropoxy-5-nitro-4-oxoquinoline-3-carboxylate (222 mg, 0.560 mmol) and iron powder (188 mg, 3.36 mmol) in AcOH (6 mL) was stirred at 90° C. for 5 h. After water was added, the reaction mixture was stirred for 30 min. The crude product was extracted with EtOAc, washed with saturated aq. NaHCO3 and brine, dried over MgSO4 and the solvent was removed in vacuo. The crude product was purified by column chromatography (Hexane:EtOAc 5:1→1:1) to yield ethyl 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-isopropoxy-4-oxoquinoline-3-carboxylate (141 mg, 69%) as a pale yellow solid.

Provenance & Evidence