反应详情

温度

40 °C

In cold (˜0° C.) POCl3 (20 mL) was dropped triethylamine (0.55 mL) with stirring. To this was added in parts ethyl 2-tert-butyl-4-hydroxypyrimidine-5-carboxylate (2.18 g, 9.72 mmol). The mixture then warmed to 40° C. and stirred under Argon for 1 hour. The mixture was evaporated until free of POCl3, diluted with CHCl3 (100 mL) and poured carefully into ice (300 mL). The solution was stirred until it reached RT. The organic phase was separated, washed with sodium bicarbonate (100 mL), water (100 mL), dried (Na2SO4) and concentrated in vacuo to give ethyl 2-tert-butyl-4-chloropyrimidine-5-carboxylate (2.0 g, 85% yield). 1H NMR (400 MHz, DMSO-d6): δ 9.12 (s, 1H), 4.34 (q, J=6.8 Hz, 2H), 1.33 (s, 9H), 1.27 (t, J=6.8 Hz, 3H); MS (ESI) m/z: 243.0 (M+H+).

1. stirringstirred under Argon for 1 hour
2. customThe mixture was evaporated until free of POCl3
3. additiondiluted with CHCl3 (100 mL)
4. additionpoured carefully into ice (300 mL)
5. stirringThe solution was stirred until it
6. customreached RT
7. customThe organic phase was separated
8. washwashed with sodium bicarbonate (100 mL), water (100 mL)
9. dry with materialdried (Na2SO4)
10. concentrationconcentrated in vacuo