反应详情

温度

-40 °C

In a 25 ml 3-neck RBF was equipped with a magnetic stirrer and CaCl2 guard tube was added tert-butyl (2-chloro-5-fluoropyrimidin-4-yl)(3-(hydroxyamino)phenyl)carbamate (0.409 g in 5 ml DCM). The reaction was cooled to −40° C. and acryloyl chloride (0.114 g in 3 ml DCM) was slowly added. The reaction mixture was warmed to room temperature and stirred at room temperature for 30 min. The reaction was monitored on TLC using hexane:ethyl acetate (7:3) as mobile phase. The reaction was complete after 30 min and was poured in water (100 ml) and basified using sodium bicarbonate solution. The reaction mixture was extracted with DCM (2×25 ml) and the combined organic layer was washed with brine solution, dried over sodium sulfate and concentrated completely under reduced pressure at 40° C. Crude material was purified by using column chromatography. Product was eluted with 14% ethyl acetate in hexane to give, after concentration, 0.250 g of tert-butyl (2-chloro-5-fluoropyrimidin-4-yl)(3-(N-hydroxyacrylamido)phenyl)carbamate

1. customIn a 25 ml 3-neck RBF was equipped with a magnetic stirrer and CaCl2 guard tube
2. temperatureThe reaction mixture was warmed to room temperature
3. waitThe reaction was complete after 30 min
4. extractionThe reaction mixture was extracted with DCM (2×25 ml)
5. washthe combined organic layer was washed with brine solution
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated completely under reduced pressure at 40° C
8. customCrude material was purified
9. washProduct was eluted with 14% ethyl acetate in hexane
10. customto give
11. concentrationafter concentration, 0.250 g of tert-butyl (2-chloro-5-fluoropyrimidin-4-yl)(3-(N-hydroxyacrylamido)phenyl)carbamate