Acetyl chloride → HCID 68463822, compound

Participants

Reaction Steps

From 8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole and Example 7 was obtained methyl-2-(8-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl)pyrimidine-5-carboxylate using the method described in Example 12. To a solution of methyl-2-(8-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl)pyrimidine-5-carboxylate (110 mg) in DMF (5 mL) was added sodium hydride (22 mg) at 0° C. and the mixtue was stirred for 20 min. Acetyl chloride (30 mg) was added and the reaction was allowed to attain room temperature and stirred another 3 hours. The reaction mixtue was partitioned between ethyl acetate and water. The organic layer was separated and washed with water and saturated aqueous sodium bicarbonate. The solvent was dried and evaporated and the residue purified by chromatography to give methyl-2-(5-acetyl-8-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl)pyrimidine-5-carboxylate.

Provenance & Evidence