Ammonium Chloride → HCID 86709397, compound

Sodium tert-butoxide (81 mg) was added to an N-methylpyrrolidone solution (5 ml) of 4-(2-chloro-4-nitroimidazol-1-yl)-1-{4-[4-(5-trifluoromethoxybenzofuran-2-ylmethyl)piperidin-1-yl]phenoxy}butan-2-ol (469 mg), and the mixture was stirred at room temperature for 1 hour. A saturated ammonium chloride aqueous solution was added to the reaction mixture, and precipitated solid was sequentially washed with water and diisopropyl ether. The crude product formed was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:1→3:1) to afford the title compound as a white powder (181 mg).