HCID 15053184, compound → HCID 15053186, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 8-(2-benzimidazolyl)thiomethyl-1-methyl-4-oxo-1,2,3,4-tetrahydroquinoline (300 mg) in tetrahydrofuran (10 ml) was added dropwise methyl lithium (1.5M solution in tetrahydrofuran) (1.33 ml) with stirring at -10° C. Then the mixture was stirred for 30 minutes at the same temperature. After distilling off the solvent, the residue was extracted with dichloromethane, washed with water, and dried, then the solvent was distilled off. The resulting residue was purified by silica gel column chromatography [eluent:n-hexane-ethyl acetate-dichloromethane (10:5:2)], and recrystallized from dichloromethane-diethyl ether to give 8-(2-benzimidazolyl)thiomethyl-4-hydroxy-1,4-dimethyl-1,2,3,4-tetrahydroquinoline (96 mg).

Provenance & Evidence