Hydrochloric Acid → tert-Butyl (1S)-2-(4-cyanophenoxy)-1-{[8-(methylamino)-3-azabicyclo-[3.2.1]oct-3-yl]methyl}ethylcarbamate

Participants

Reaction Steps

A mixture of tert-butyl (1S)-2-{8-[benzyl(methyl)amino]-3-azabicyclo[3.2.1]oct-3-yl}-1-[(4-cyanophenoxy)methyl]ethylcarbamate (0.8 g, 1.6 mmol), 1 M HCl (0.8 mL) and MeOH (30 mL) was hydrogenated over 5% Pd/C. The reaction was stopped when the amount of H2 calculated for complete reaction had been consumed. The mixture was filtered through silica and the filtrate evaporated. The resulting crude product was purified on silica gel, eluting with DCM:ammoniacal methanol (9:1), to yield 0.4 g (61%) of the title compound.

Provenance & Evidence