反应详情

2,5-dichloro-3-[(5-chloro-1H-1,2,3-benzotriazol-4-yl)oxy]benzonitrile (1.00 g, 2.94 mmol) and cesium carbonate (1.15 g, 3.53 mmol) were suspended in dry DMF (10 mL) under N2, and tert-butyl 3-(bromomethyl)-1H-pyrazolo[3,4-b]pyridine-1-carboxylate (0.965 g, 3.09 mmol) was added as a solution in DMF (5 mL) at room temperature. After 1 hour, the reaction mixture was quenched with saturated aqueous ammonium chloride (20 mL), diluted with water (50 mL), and the mixture extracted with EtOAc (2×100 mL). The combined organic fractions were washed with water (3×100 mL), dried (MgSO4), filtered and the solvent was evaporated under reduced pressure. The resulting residue was purified by automated column chromatography on silica gel (120 g) eluting with 25-50% EtOAc/hexanes. LRMS (M+1)=569.6.

1. customthe reaction mixture was quenched with saturated aqueous ammonium chloride (20 mL)
2. additiondiluted with water (50 mL)
3. extractionthe mixture extracted with EtOAc (2×100 mL)
4. washThe combined organic fractions were washed with water (3×100 mL)
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customthe solvent was evaporated under reduced pressure
8. customThe resulting residue was purified by automated column chromatography on silica gel (120 g)
9. washeluting with 25-50% EtOAc/hexanes