Potassium Carbonate → HCID 18704942, compound

Participants

Reaction Steps

To a stirred solution of 2,6-dichloro-3-[N-[(E)-3-(6-ethoxycarbonylpyridin-3-yl)acryloylglycyl]-N-methylamino]-1-(hydroxymethyl)benzene (150 mg) and triethylamine (60 mg) in N,N-dimethylformamide (1.5 ml) was dropwise added mesyl chloride (35.7 mg) under ice-cooling, and the mixture was stirred for 30 minutes at the same temperature. To the mixture was added 8-hydroxy-4-(imidazol-1-yl)-2-methylquinoline (66.9 mg) and potassium carbonate (205 mg) at ambient temperature, and the mixture was stirred overnight at the same temperature. Water and ethyl acetate were added thereto, and the separated organic layer was washed with 1N sodium hydroxide solution and water, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by flash chromatography on silica gel (chloroform-methanol) to give 8-[2,6-dichloro-3-[N-[(E)-3-(6-ethoxycarbonylpyridin-3-yl)acryloylglycyl]-N-methylamino]benzyloxy]-4-(imidazol-1-yl)-2-methylquinoline (158 mg) as pale yellow amorphous.

Provenance & Evidence