Hydrochloric Acid → HCID 68576445, compound

Participants

Reaction Steps

4-(4-{[1-(diphenylmethyl)azetidin-3-yl]methoxy}phenyl)tetrahydro-2H-pyran-4-carbonitrile (0.605 g, 1.38 mmol), palladium hydroxide (0.08 g), concentrated hydrochloric acid (0.115 mL, 1.38 mmol), and ethanol (8 mL) were combined and hydrogenated for 18 hours at 40° C. at 40 psi. The mixture was filtered through Arbocel® and rinsed with ethanol. The filtrate was concentrated in vacuo. The residue was dissolved in DCM (50 mL) and washed with 10% aqueous sodium carbonate (20 mL). The organics were dried over sodium sulphate, filtered and concentrated in vacuo to provide a green oil. This was purified by flash chromatography on silica gel eluting with dichloromethane:methanol:ammonia (95:5:0.5 to 90:10:1) to provide the title compound (0.145 g, 39%) as a yellow oil. LRMS APCI+ m/z 273 [MH]+.

Provenance & Evidence