反应详情

温度

-78 °C

DAST (1.5 mL, 11.35 mmol) was added to dichloromethane (DCM) (64 mL), cooled to −78° C. and treated dropwise with a solution of (6-chloro-5-methyl-4-pyrimidinyl)methanol (Intermediate 50, 1.70 g, 10.72 mmol) in DCM (24 mL) under argon. The resulting mixture was allowed to warm to room temperature and stirred for 3 hours. The reaction was quenched by adding water (45 ml) and extracted with DCM (×2). The DCM layers were separated, combined, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (SP4, 40+M) eluting with a gradient of 0-50% ethyl acetate and iso-hexane. Product containing fractions were combined and evaporated under reduced pressure to give the title compound as a yellow oil (1.29 g) m/z (ES+) 161 (M+1), title compound is 42% pure by LCMS. Also contains 4-bromo-6-(fluoromethyl)-5-methylpyrimidine, m/z (ES+) 205, 207 (M+1) (44% by LCMS)

1. temperatureto warm to room temperature
2. customThe reaction was quenched
3. additionby adding water (45 ml)
4. extractionextracted with DCM (×2)
5. customThe DCM layers were separated
6. customdried under magnesium sulfate
7. customevaporated under reduced pressure
8. customThe residue was purified by column chromatography (SP4, 40+M)
9. washeluting with a gradient of 0-50% ethyl acetate and iso-hexane
10. additionProduct containing fractions
11. customevaporated under reduced pressure