反应详情

温度

95 °C

To a slurry of 2-(2-chlorophenyl)-4H-pyrazolo[1,5-a]pyrimidin-7-one (I-1A-1b; 30.0 g, 122 mmol) and triethylamine (25.5 ml, 183 mmol) in toluene (1.3 liters) at room temperature was added POCl3 (58 ml, 0.62 mol), dropwise. The mixture was heated at 95° C. for 4 hours, cooled to room temperature, then slowly added to a stirred mixture of ice, sodium bicarbonate (300 g) and ethyl acetate (1 liter), keeping the temperature at 0° C. The aqueous layer was separated and extracted with additional ethyl acetate. The combined organic layers were dried (MgSO4), and then concentrated, in vacuo, to afford an amber solid. This material was purified by silica gel chromatography using 2:1:0.1 methylene chloride/hexanes/methanol as eluant to afford I-1A-1c as a colorless solid (17.5 g, 54%): +APcI MS (M+1) 264.2; 1H NMR (400 MHz, CD2Cl2) δ 8.40 (d, J=4.6 Hz, 1H), 8.00–7.97 (m, 1H), 7.56–7.53 (m, 1H), 7.45–7.39 (m, 2H), 7.34 (s, 1), 7.03 (d, J=4.6 Hz, 1H).

1. temperaturecooled to room temperature
2. customat 0° C
3. customThe aqueous layer was separated
4. extractionextracted with additional ethyl acetate
5. dry with materialThe combined organic layers were dried (MgSO4)
6. concentrationconcentrated, in vacuo
7. customto afford an amber solid
8. customThis material was purified by silica gel chromatography