Hydrochloric Acid → HCID 68578023, compound

Participants

Reaction Steps

A solution of 4-{[4-(4-{[1-(benzhydryl)azetidin-3-yl]methoxy}phenyl)tetrahydro-2H-pyran-4-yl]methyl}-morpholine (1.0 g, 1.95 mmol) in ethanol (10 mL) was hydrogenated for 16 hours at room temperature at 60 psi in the presence of Pd(OH)2/C (150 mg, 15% w/w). 2N Hydrochloric acid (few drops) was added and the reaction mixture hydrogenated for 16 hours at 60° C. at 60 psi. The reaction mixture was basified with aqueous sodium carbonate and the mixture filtered over Arbocel® and rinsed with ethanol. The filtrate was concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with dichloromethane:methanol:ammonia (96:4:0.4 to 90:10:1 by volume) to provide the title compound (210 mg, 31%). HRMS ESI+ m/z 347.2323 [MH]+.

Provenance & Evidence