反应详情

温度

120 °C

To a solution of 5-[2-(2-bromo-phenyl)-1-tert-butyl-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine (70 mg, 0.17 mmol) in DMF (5 mL) and H2O (1 mL) are added 1-methylpyrazole-4-boronic acid pinacol ester (52 mg, 0.25 mmol), Pd(PPh3)4 (19 mg, 0.017 mmol) and K2CO3 (23 mg, 0.17 mmol) at room temperature. The solution is heated to 120° C. for 1 hour in a microwave reactor. The solution is cooled down and 3-mercaptopropyl-functionalized silica gel (500 mg) is added. The solution is stirred for 15 minutes and then filtered. The filtrate is washed with H2O (10 mL) and is extracted with EtOAc (3×15 mL). The combined organic layer is dried (MgSO4), filtered and concentrated. The residue is purified by silica gel flash chromatography eluting with 10% MeOH in CH2Cl2 to afford the title compound (24 mg, 34%) as a white solid. LCMS (ESMS): m/z 424.20 (M++1)

1. temperatureThe solution is cooled down
2. addition3-mercaptopropyl-functionalized silica gel (500 mg) is added
3. filtrationfiltered
4. washThe filtrate is washed with H2O (10 mL)
5. extractionis extracted with EtOAc (3×15 mL)
6. dry with materialThe combined organic layer is dried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated
9. customThe residue is purified by silica gel flash chromatography
10. washeluting with 10% MeOH in CH2Cl2