反应详情

温度

80 °C

3-Cyclopropyl-3-(4-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)propanenitrile (Example 2; 0.200 g, 0.558 mmol), Selectfluor® (0.395 g, 1.12 mmol) and acetic acid (0.320 mL, 5.58 mmol) were suspended in MeCN (20 mL) and heated to 80° C. overnight. The reaction mixture was cooled to ambient temperature and the reaction mixture partitioned between saturated aqueous sodium hydrogen carbonate and ethyl acetate. The combined organic extracts were washed with brine, dried, magnesium sulfate and concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography, eluting with 1-2% (9:1 MeOH:NH4OH)/dichloromethane to provide the 3-cyclopropyl-3-(4-(3-fluoro-7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)propanenitrile (0.042 g, 0.112 mmol, 20% yield). MS (apci) m/z=377.1 (M+H).

1. temperatureThe reaction mixture was cooled to ambient temperature
2. customthe reaction mixture partitioned between saturated aqueous sodium hydrogen carbonate and ethyl acetate
3. washThe combined organic extracts were washed with brine
4. customdried
5. concentrationmagnesium sulfate and concentrated under reduced pressure
6. customto afford the crude material, which
7. customwas purified by flash column chromatography
8. washeluting with 1-2% (9:1 MeOH:NH4OH)/dichloromethane