Acetic Acid → HCID 90418427, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of Example 105B (100 mg, 0.254 mmol), sodium cyanoborohydride (47.8 mg, 0.761 mmol) and tert-butyl piperazine-1-carboxylate (94 mg, 0.51 mmol) in a mixture of methanol (3 mL), acetic acid (0.073 mL, 1.3 mmol), and dichloromethane (1 mL) was heated at 75° C. 2 hours. Upon cooling, the reaction mixture was partitioned between 50% saturated sodium bicarbonate solution (50 mL) and ethyl acetate (50 mL). The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by flash column chromatography (silica gel, 0-3% methanol in dichloromethane) to provide the title compound (66.7 mg, 47% yield).

Provenance & Evidence