4-(2-Chloro-4-pyrimidinyl)morpholine

110-91-8

3934-20-1

62968-37-0

General procedure: 2,4-Dichloropyrimidine (1.0 g, 6.7 mmol) was suspended in ethanol (20 ml) under inert atmosphere, cooled to 0°C and stirred. To this suspension triethylamine (1.4 ml, 10.1 mmol) and morpholine (0.59 ml, 6.7 mmol) were added sequentially. The reaction mixture was stirred at 0°C for 3 hours. After completion of the reaction, the mixture was concentrated in vacuum, diluted with 1 M NaOH solution (20 ml) and extracted with ethyl acetate (3 x 20 ml). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated in vacuum to give a colorless solid. The crude product was recrystallized by ethyl acetate/hexane to give 2-chloro-4-morpholino pyrimidine (1.21 g, 90% yield) as a colorless solid, which did not require further purification.LC-MS (ESP) analysis showed m/z 200 [M+H]+ and retention time (R/T) = 3.26 min.