反应详情

温度

90 °C

To a 100 mL of round bottom flask was added 5-bromo-3-(2-fluorophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine (150 mg, 0.40 mmol), 1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole (222 mg, 0.80 mmol), Pd(PPh3)4(33 mg, 0.04 mmol), CsF (152 mg, 1 mmol), CuI (8 mg, 0.04 mmol) and DMF (6 mL). The reaction mixture was heated at 90° C. under nitrogen for overnight. The resulting mixture was poured into 50 mL of water and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified via flash chromatography eluting with 5% to 10% CH3OH in CH2Cl2 to afford 3-(2-fluorophenyl)-1-(tetrahydro-2H-pyran-2-yl)-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-imidazol-5-yl)-1H-pyrazolo[3,4-c]pyridine as a brown oil (100 mg, 84%). ESI MS m/z=448 (M+1).

1. extractionextracted with ethyl acetate (50 mL×3)
2. washThe combined organic layers were washed with brine
3. dry with materialdried over anhydrous Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe residue was purified via flash chromatography
7. washeluting with 5% to 10% CH3OH in CH2Cl2