Sodium Hydroxide → HCID 69430520, compound

Participants

Reaction Steps

Under nitrogen, N-[cis-3-[(4-methoxy-1H-indazol-5-yl)oxy]cyclohexyl]propanamide (141 mg, 0.444 mmol) was dissolved in tetrahydrofuran (7 ml), followed by adding thereto lithium aluminum hydride (84 mg, 2.22 mmol), and the resulting mixture was stirred with heating under reflux for about 2 hours. Under ice-cooling, the reaction solution was diluted with tetrahydrofuran, and water (84 μl) was added thereto and stirred, and then a 4N-aqueous sodium hydroxide solution (84 μl) and water (250 μl) were added thereto and stirred. The solid was filtered off and the solvent was distilled off under reduced pressure. The resulting concentration residue was purified by a silica gel column chromatography (eluent: acetonitrile/aqueous ammonia=100/0, 100/2, 100/5) to obtain N-[cis-3-[(4-methoxy-1H-indazol-5-yl)oxy]cyclohexyl]-N-propylamine (57 mg, yield 42.3%) as colorless tar.

Provenance & Evidence