Hydrochloric Acid → (1R*,2R*,5R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-8-methyl-1-phenyl-8-azabicyclo[3.2.1]octane hydrochloride

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Reaction Steps

(1R*,2R*,5R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-azabicyclo[3.2.1]octane (Example 60; 117 mg, 0.27 mmol) was dissolved in dimethylformamide (2 ml) and potassium carbonate (149 mg, 1.08 mmol) and methyl iodide (0.02 ml, 0.32 mmol) added and the mixture stirred at room temperature for 1 hour. The reaction mixture was poured into water then extracted with ethyl acetate (×2), dried (MgSO4), and concentrated in vacuo to give a yellow oil. This was purified by flash column chromatography [7.5%-10% methanol in dichloromethane] to give a yellow oil. The oil was dissolved in diethyl ether (2 ml) and 1 equivalent of1N hydrogen chloride in diethyl ether added to give the title compound as a yellow solid which was filtered and dried at 60° C. in vacuo.

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