反应详情

To a solution of 5-[1-tert-butyl-2-(5-methoxy-2-pyrazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine (Example 2) (75 mg, 0.17 mmol) in CH2Cl2 (10 mL) is added BBr3 (1M in THF) (0.5 mL, 0.51 mmol) at 0° C. under nitrogen atmosphere. The solution is warmed to room temperature and stirred for 48 hours. The solution is cooled down to 4° C. and saturated NaHCO3 solution (5 mL) is added. The mixture is extracted with EtOAc (3×10 mL) and the combined organic layer is dried (MgSO4), filtered and concentrated and the residue is purified by silica gel flash chromatography eluting with 10% MeOH in CH2Cl2 to afford the title compound (10 mg, 14%) as a white foam. LCMS (ESMS): m/z 426.20 (M++1)

1. temperatureThe solution is cooled down to 4° C.
2. extractionThe mixture is extracted with EtOAc (3×10 mL)
3. dry with materialthe combined organic layer is dried (MgSO4)
4. filtrationfiltered
5. concentrationconcentrated
6. customthe residue is purified by silica gel flash chromatography
7. washeluting with 10% MeOH in CH2Cl2