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
6-chloro-3-iodo-1-trityl-1H-pyrazolo[4,3-c]pyridine (Intermediate 2a, 200 mg, 0.383 mmol), PdCl2(dppf)-CH2Cl2 adduct (47.0 mg, 0.057 mmol), 1-4-dioxane (1 mL), trans-3-methoxy-1-propenylboronic acid pinacol ester (0.15 mL, 0.707 mmol) and Na2CO3 (0.48 mL, 0.960 mmol, 2M) were charged in a vial. The mixture was evacuated and purged with nitrogen six times and heated at 80° C. for 35 min. The mixture was diluted with EtOAc and the organic phase was washed with water, brine, dried (Na2SO4) and concentrated in vacuo to afford a residue, which was purified by column chromatography on silica gel (10 g, EtOAc in hexane, 0-10%, 10 CV; 10-20%, 20CV) to afford (E)-6-chloro-3-(3-methoxyprop-1-en-1-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridine (147 mg, 0.315 mmol, 82% yield) as a light yellow solid. MS ESI calc'd. for C29H25ClN3O [M+H]+ 466, found 466.
WORKUP
后处理
- customThe mixture was evacuated
- custompurged with nitrogen six times
- additionThe mixture was diluted with EtOAc
- washthe organic phase was washed with water, brine
- dry with materialdried (Na2SO4)
- concentrationconcentrated in vacuo
- customto afford a residue, which
- customwas purified by column chromatography on silica gel (10 g, EtOAc in hexane, 0-10%, 10 CV; 10-20%, 20CV)