Hydrochloric Acid → HCID 70010103, compound

Participants

Reaction Conditions

Reaction Steps

(1R*,2R*,5S*,6R*)-6-(Bromomethyl)-2-(2-cyclopropoxy-5-(trifluoromethoxy)benzylamino)-1-phenyl-8-azabicyclo[13.2.1]octane (Example 20; 200 mg, 0.38 mmol) was dissolved in N,N-dimethylformamide (5 mL) and the solution treated with the sodium salt of methanesulfinic acid (388 mg, 3.8 mmol). The resulting suspension was heated at 110° C. for 1 hour, then cooled and poured into water (50 mL). The mixture was extracted with ethyl acetate (2×20 mL), the extracts were dried (MgSO4) and then concentrated to give a gum. This was purified by silica chromatography to give the pure free base, which was dissolved in ethyl acetate (10 mL). Ethereal hydrogen chloride (2 mL, 1M) solution was added and the solid formed was removed by filtration and recrystallized from methanol/diethyl ether to give the title compound as a white powder (120 mg, 0.20 mmol).

Provenance & Evidence