反应详情

To a suspension of methyl 2-(2,4-dichloro-6-methylpyrimidin-5-yl)acetate (4 g; 17.02 mmol) in a mixture of degassed DME (75 mL) and water (25 mL) was added p-tolylboronic acid (4.63 g; 34 mmol), Tetrakis(triphenylphosphine) palladium(0) (2 g; 1.731 mmol) and diisopropyl ethylamine (11.73 mL; 68.1 mmol). The reaction was stirred under reflux for 3.5 h. The reaction mixture was then partitioned between brine and ethyl acetate. The phases were separated and the water layer was extracted with ethyl acetate. The combined organic layers were dried with magnesium sulphate and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel using a linear gradient of ethylacetate (5-40%) in heptane to give 3.82 g (61%) of the title compound as a white solid (purity: 80%). ESI/APCI(+): 291 (M+H).

1. temperatureunder reflux for 3.5 h
2. customThe reaction mixture was then partitioned between brine and ethyl acetate
3. customThe phases were separated
4. extractionthe water layer was extracted with ethyl acetate
5. dry with materialThe combined organic layers were dried with magnesium sulphate
6. concentrationconcentrated under reduced pressure
7. customThe crude material was purified by flash chromatography on silica gel using a linear gradient of ethylacetate (5-40%) in heptane