反应详情

1-Chloroethyl chloroformate (0.50 ml) was added to a solution of 5-(4-chlorophenyl)-2-(1-methylpiperidin-4-yl)pyrimidine (0.170 g) in anhydrous 1,2-dichloroethane (10 ml) and the mixture heated to reflux, under a calcium chloride guard tube, for 20 h. The reaction was then cooled, treated with methanol (1.0 ml), and returned to reflux for a further hour. After cooling, the reaction was diluted with diethyl ether (20 ml) and extracted with water (20 ml), 0.2 M hydrochloric acid (10 ml) then 1% citric acid (50 ml). The combined aqueous extracts were back-extracted with diethyl ether (10 ml), basified to pH 13 with 46% aqueous sodium hydroxide and extracted with ethyl acetate (20 ml, then 2×10 ml). The combined ethyl acetate extracts were washed with water (10 ml), saturated brine (20 ml), dried (Na2SO4) and evaporated under reduced pressure to give the title compound as a white solid (0.123 g, 76%).

1. temperaturethe mixture heated
2. temperatureto reflux, under a calcium chloride guard tube
3. temperatureThe reaction was then cooled
4. temperatureto reflux for a further hour
5. temperatureAfter cooling
6. extractionextracted with water (20 ml), 0.2 M hydrochloric acid (10 ml)
7. extractionThe combined aqueous extracts were back-extracted with diethyl ether (10 ml)
8. extractionextracted with ethyl acetate (20 ml
9. washThe combined ethyl acetate extracts were washed with water (10 ml), saturated brine (20 ml)
10. dry with materialdried (Na2SO4)
11. customevaporated under reduced pressure