Hydrochloric Acid → HCID 66905989, compound

Participants

Reaction Steps

To a solution of 172 mg of the crude ethyl 3-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(2-fluorophenyl)piperidin-1-yl]benzoate in 2.0 mL of THF and 1.0 mL of methanol was added 1.00 mL of a 1 M aqueous sodium hydroxide solution at room temperature, followed by stirring overnight. It was stirred at 85° C. for 1 hour. 0.50 mL of a 1 M aqueous sodium hydroxide solution was added thereto, for followed by stirring at 85° C. for 1 hour. The reaction mixture was cooled to room temperature, then neutralized by addition of 1.50 mL of 1 M hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain a pale yellow oily compound of 161 mg of 3-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(2-fluorophenyl)piperidin-1-yl]benzoic acid as a crude product. ESI+: 583

Provenance & Evidence