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
PROCEDURE
实验过程
To a solution of 5-(4,4,5,5,-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (43, 1.1 g, 4.3 mmol) in tetrahydrofuran (40 mL) was added 1-bromo-4-(2-methoxy-ethoxy)-benzene (42, 1.50 g, 6.49 mmol) and tetrakis(triphenylphosphine)palladium (0) (0.25 g, 0.21 mmol). The reaction mixture was stirred with potassium carbonate solution (10 mL, 1.04M) and warmed to reflux overnight. The biphasic reaction mixture was diluted with ethyl acetate (50 mL) and saturated sodium carbonate solution (20 mL). The organic layer was separated, washed with brine, dried over magnesium sulfate and purified by silica gel column chromatography (50-100 ethyl acetate in hexanes) to give the desired compound as a colorless solid (44, 782 mg, 67%). MS (ESI) [M+H+]+=267.4.
WORKUP
后处理
- temperaturewarmed
- temperatureto reflux overnight
- customThe biphasic reaction mixture
- customThe organic layer was separated
- washwashed with brine
- dry with materialdried over magnesium sulfate
- custompurified by silica gel column chromatography (50-100 ethyl acetate in hexanes)