Acetyl chloride → HCID 86607544, compound

Participants

Reaction Steps

To a stirred solution of N-(tetrahydro-2H-pyran-2-yloxy)-2-[1,3,4,9-tetrahydro-2H-b-carbolin-2-yl]pyrimidine-5-carboxamide (120 mg, mmol) in DMF (5 mL) was added sodium hydride (22 mg) at 0° C. and the mixture was stirred for 20 min. Acetyl chloride (30 mg, mmol) was added and the reaction was allowed to attain room temperature and stirred 3 hours. After completion, the reaction mixture was partitioned between EtOAc and water. The organic layer was separated and washed with water, saturated sodium bicarbonate and concentrated. Pure N-(tetrahydro-2H-pyran-2-yloxy)-2-[9-acetyl-1,3,4,9-tetrahydro-2H-b-carbolin-2-yl]pyrimidine-5-carboxamide (80 mg, 60% yield) was obtained by column chromatography m/e=436 (M+1).

Provenance & Evidence