6-(4-{3-[(1R)-3-(Diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}butoxy)hexanenitrile → Ammonia

Participants

Reaction Steps

6-(4-{3-[(1R)-3-(Diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}butoxy)hexanenitrile (Preparation 25, 783 mg, 1.64 mmol) was dissolved in ethanol (20 ml) and Raney nickel (100 mg) added. The reaction was hydrogenated under 60 psi at 40° C. for 18 hours, cooled to room temperature and the reaction filtered through Arbocel™ and the filtrate solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (90/10/1.0 by volume) to furnish the title compound, 506 mg.

Provenance & Evidence