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
- 80 °C
PROCEDURE
实验过程
Commercially available 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (270 mg, 1.033 mmol) and 3-(1-bromoethyl)-4-phenyl-1H-isochromen-1-one (intermediate C7, 500 mg, 1.519 mmol) were dissolved in DMF (4 mL). K2CO3 (315 mg, 2.278 mmol) was added and the resulting mixture was stirred at 80° C. for 1 hr. The mixture was poured into water (50 ml) and extracted with AcOEt (10 ml×3). Organic phases were dried and evaporated under reduced pressure. The crude was purified via reverse phase chromatography with a Biotage C18 SNAP 60 g column (Phase A, water 95%, ACN 4.9%, formic acid 0.1%); Phase B ACN 95%, water 5%, formic acid 0.1%) to give 3-(1-(4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one (intermediate D2a, 78 mg, 10%) and 3-(1-(4-amino-3-iodo-2H-pyrazolo[3,4-d]pyrimidin-2-yl)ethyl)-4-phenyl-1H-isochromen-1-one (intermediate D2b, 20 mg, 2.6%).
WORKUP
后处理
- extractionextracted with AcOEt (10 ml×3)
- customOrganic phases were dried
- customevaporated under reduced pressure
- customThe crude was purified via reverse phase chromatography with a Biotage C18 SNAP 60 g column (Phase A, water 95%, ACN 4.9%, formic acid 0.1%)