反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 102 °C
PROCEDURE
实验过程
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-morpholin-4-yl-ethyl)-amine (from Example 32 supra) (350 mg, 0.655 mmol), 2-chlorobenzylamine (130 mg, 0.918 mmol), Pd2(dba)3 (38 mg, 0.066 mmol), DavePhos (52 mg, 0.132 mmol), t-BuONa (88 mg, 0.917 mmol) and dioxane (16 mL). The mixture was stirred at 102° C. under an atmosphere of N2 for 15 hours. After cooling to room temperature, the mixture was filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 20 g, 200-300 mesh, eluting with dichloromethane:MeOH, 80:1) to give [3-[6-(2-chloro-benzylamino)-pyridin-2-yl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(2-morpholin-4-yl-ethyl)-amine. (Yield 276 mg, 71%).
WORKUP
后处理
- temperatureAfter cooling to room temperature
- filtrationthe mixture was filtered
- concentrationconcentrated under reduced pressure
- customThe residue was purified by column chromatography (silica gel, 20 g, 200-300 mesh, eluting with dichloromethane:MeOH, 80:1)