反应详情

The dry hydrogen chloride gas was passed to the suspension of 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carbonitrile (200 mg, 0.55 mmol) in ethanol (5 mL) at 0° C. until the solution was saturated. The mixture was stirred at room temperature for 12 h. After removal of solvent and hydrogen chloride, ether was added to solidify the product. Flash chromatography (Merck Silica gel 60, 70–230 mesh, 0%–5% methanol in methylenechloride in 30 min) afforded two products: 1st product, 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carboximidic acid ethyl ester with hydrochloride as a solid. LC-MS m/e calcd for C23H24N2O5 (MH+) 409, found 409. 1H NMR (300 MHz) compatible; 2nd product, 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid amide with hydrochloride as a solid. LC-MS m/e calcd for C21H20N2O5 (MH+) 381, found 381. 1H NMR (300 MHz) compatible.

1. customAfter removal of solvent and hydrogen chloride, ether
2. additionwas added
3. customFlash chromatography (Merck Silica gel 60, 70–230 mesh, 0%–5% methanol in methylenechloride in 30 min) afforded two products