Acetic Acid → HCID 22251146, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-hydroxy-2-adamantanone (80 mg, 0.48 mmol) in a mixed solvent of 1,2-dichloroethane and DMF (6 mL and 0.5 mL, respectively) at room temperature was added compound 2-amino-N-cyclohexyl-N-phenylacetamide (92 mg, 0.40 mmol). The reaction mixture was stirred for 15 minutes before cooling to 0° C. Sodium triacetoxyborohydride (128 mg, 0.60 mmol) was slowly added, followed by addition of glacial acetic acid (22 μL, 0.40 mmol). The reaction mixture was allowed to warm to room temperature, and then stirred for 24 hours. Concentration under reduced pressure, and purification on silica gel (5% methanol/dichloromethane) afforded N-cyclohexyl-2-[(5-hydroxyadamantan-2-yl)amino]-N-phenylacetamide CVT-6441 (90 mg, 60% yield). (M+1)=383.24.

Provenance & Evidence