反应详情

温度

150 °C

A mixture of 4-bromo-2-(2,6-dichloro-4-nitrophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridine (200 mg, 0.49 mmol), 4-amino-6-methylpyrimidine (60 mg, 0.55 mmol), Pd2(dba)3 (11 mg, 0.012 mmol), Xantphos (28 mg, 0.049 mmol) and cesium carbonate (321 mg, 0.99 mmol) in dioxane (3 mL) was de-gassed and purged with nitrogen. The reaction mixture was heated at 150° C. in the microwave for 30 minutes. The resultant mixture was partitioned between ethyl acetate and water. The aqueous layer was further extracted with ethyl acetate (×4) and the combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (50-100% ethyl acetate in cyclohexane) to afford the title compound as a pale yellow solid (173 mg, 72% yield). 1H NMR (300 MHz, CDCl3): δ 8.69 (s, 1H), 8.44-8.40 (m, 3H), 8.25 (s, 1H), 7.91 (d, J=3.2 Hz, 1H), 7.80 (br s, 1H), 2.55 (s, 3H).

1. customwas de-gassed
2. custompurged with nitrogen
3. customThe resultant mixture was partitioned between ethyl acetate and water
4. extractionThe aqueous layer was further extracted with ethyl acetate (×4)
5. dry with materialthe combined organic layers were dried over anhydrous sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by silica gel flash chromatography (50-100% ethyl acetate in cyclohexane)