1,4-Dioxane hydrochloride → HCID 136348250, compound

Participants

Reaction Steps

To 183 mg of tert-butyl ({1-[2,6-difluoro-4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl]-3-phenylpiperidin-4-yl}methyl)[(1R)-1-(1-naphthyl)ethyl]carbamate was added 1.5 mL of a 4 M hydrogen chloride/1,4-dioxane solution. After stirring at room temperature for 2 hours, the reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform/methanol), followed by addition of 0.5 mL of a 4 M hydrogen chloride/1,4-dioxane solution, and further concentration under reduced pressure. To the obtained residue were added ethanol and ethyl acetate, followed by heating under reflux, and then being left to be cooled to room temperature. The precipitate was collected by filtration, and dried under reduced pressure, and isopropanol and ethyl acetate were added thereto, followed by heating under reflux, and then being left to be cooled to room temperature. The precipitate was collected by filtration, and dried under reduced pressure to obtain 57 mg of 3-{3,5-difluoro-4-[4-({[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]phenyl}-1,2,4-oxadiazol-5(4H)-one hydrochloride as a white solid.

Provenance & Evidence