反应详情

温度

105 °C

A sealed tube was charged with [3-(6-bromo-pyridin-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(2-piperidin-1-yl-ethyl)-amine (from Example 41 supra) (285 mg, 0.54 mmol), benzylamine (69 mg, 0.65 mmol), Pd2(dba)3 (20 mg), DavePhos (30 mg), tBuONa (61 mg, 0.65 mmol) and dioxane (10 mL). This mixture was stirred at 105° C. under an atmosphere of N2 for 16 hours. After cooling to room temperature, the solvent was removed under reduced pressure. The residue was partitioned between water and dichloromethane. The water layer was extracted with dichloromethane twice. The combined organics was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by a column chromatography (silica gel, 8 g, 200-300 mesh, eluting with MeOH:dichloromethane, 1:100 to 1:50 to give [3-(6-benzylamino-pyridin-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(2-piperidin-1-yl-ethyl)-amine as a light-yellow oil. (Yield 131 mg, 43.4%).

1. temperatureAfter cooling to room temperature
2. customthe solvent was removed under reduced pressure
3. customThe residue was partitioned between water and dichloromethane
4. extractionThe water layer was extracted with dichloromethane twice
5. dry with materialThe combined organics was dried over anhydrous MgSO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by a column chromatography (silica gel, 8 g, 200-300 mesh
9. washeluting with MeOH