Water → HCID 86586782, compound

Participants

Reaction Conditions

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (97 mg, 0.084 mmol) was added to a stirred mixture of (1S,2S,5S)-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-(prop-2-enyl)-8-azabicyclo[3.2.1]octane (Example 182), 1,3-dimethylbarbituric acid (270 mg, 1.9 mmol) in dichloromethane (10 ml) at room temperature. The reaction mixture was stirred at 30-35° C. overnight and treated with 2M aqueous NaOH (5 ml). The mixture was stirred for 30 minutes, then treated with water (30 ml) and extracted into dichloromethane. The combined organic extracts were dried (Na2SO4) and concentrated. The residue was purified by chromatography on silica gel to give the title compound (166 mg, 81% two steps). The hydrochloride salt of the title compound was prepared by treatment with ethereal HCl.

Provenance & Evidence