反应详情

A solution of (8) in acetic acid/water (12 mL/8 mL) was heated at 110° C. for 1.5 h. The reaction was cooled to room temperature. Crushed ice was added, and basification of reaction with NaOH (s) to pH˜6 was followed. The aqueous layer was extracted with chloroform/isopropanol (3:1, 200 mL). The pooled organic layers were dried over magnesium sulfate. The mixture was filtered, and the solvents were removed under vacuum. The residue was purified by chromatography on silica gel with 3% saturated ammonia methanol in dichloromethane to give (5-methyl-1H-imidazol-4-yl)(quinolin-7-yl)methanone (9) as a white solid (0.53 g, 2.24 mmol, 35% over 3 steps).

1. additionCrushed ice was added
2. extractionThe aqueous layer was extracted with chloroform/isopropanol (3:1, 200 mL)
3. dry with materialThe pooled organic layers were dried over magnesium sulfate
4. filtrationThe mixture was filtered
5. customthe solvents were removed under vacuum
6. customThe residue was purified by chromatography on silica gel with 3% saturated ammonia methanol in dichloromethane