反应详情

To a stirred solution of 2-amino-4-chloro-pyridine (0.39 g, 3.03 mmol) in ethanol (25 ml) was added 3,4-dimethyl-phenacylbromide (0.69 g, 3.03 mmol). The reaction mixture was stirred under reflux conditions for 16 h, poured into sat. NaHCO3 solution (70 ml) and extracted with dichloromethane (70 ml). The combined organic layers were washed with brine (70 ml), dried (MgSO4) and evaporated to give the crude product as a brown solid (0.84 g). Further purification by column chromatography on silica gel (ethyl acetate/toluene 1:9) and crystallization from ethyl acetate/hexane yielded the title compound (0.54 g, 69%) as a pale yellow solid, m.p. 144° C. and MS: m/e=256.2 (M+).

1. extractionextracted with dichloromethane (70 ml)
2. washThe combined organic layers were washed with brine (70 ml)
3. dry with materialdried (MgSO4)
4. customevaporated
5. customto give the crude product as a brown solid (0.84 g)
6. customFurther purification by column chromatography
7. customon silica gel (ethyl acetate/toluene 1:9) and crystallization from ethyl acetate/hexane