Water → HCID 59002954, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-amino-1-cyclopropyl-7-[2-[(5-ethoxycarbonyl-2-pyridyl)amino]ethylamino]-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (540 mg, 1.08 mmol) and NaCN (540 mg, 11.0 mmol) in DMSO (10 mL) was stirred at 120° C. for 2 h. After cooling, the reaction mixture was poured into water (100 mL) and extracted with EtOAc (2×50 mL). The organic layer washed with water (2×50 mL) and brine (50 mL), dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (hexane: EtOAc 1:3) of the residue gave crude product as a brown oil (600 mg). The obtained oil was further purified by column chromatography (Chromatorex NH-DM2035 (Fuji Sylysia Chemical Co., Ltd.), hexane: EtOAc 1:3) to give ethyl 2-[2-[(5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinolin-7-yl)amino]ethylamino]pyridine-5-carboxylate (397 mg, 81%) as a yellow amorphous solid.

Provenance & Evidence