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
To a solution of 4-benzenesulfonyl-6-(3-bromo-phenyl)-1-phenyl-piperazin-2-one (100 mg), (3-methylsulfonylphenyl) boronic acid (46.7 mg) and tetrakis(triphenylphosphine)palladium(0) (24.5 mg) in 1,2-dimethoxyethane (2mL) was added potassium carbonate (73.3 mg). The reaction mixture was stirred at 80° C. overnight. Additional amounts of (3-methylsulfonylphenyl) boronic acid (21 mg), potassium carbonate (58.6 mg) and tetrakis(triphenylphosphine)palladium(0) (24.5 mg) were added and stirring was continued at 80° C. for 3 h. To the reaction mixture water and ethyl acetate were added, the phases were separated, and the inorganic one was extracted with ethyl acetate (×2). The organic layers were combined, washed with brine, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (SiO2, n-heptane/ethyl acetate 1:3, followed by ISOLUTE Flash NH2, n-heptane/ethyl acetate 1:1) to yield 58 mg (50%) of 4-benzenesulfonyl-6-(3′-methanesulfonyl-biphenyl-3-yl)-1-phenyl-piperazin-2-one as a white foam, MS: 547.3 (M+H)+.
WORKUP
后处理
- stirringstirring
- waitwas continued at 80° C. for 3 h
- customthe phases were separated
- extractionthe inorganic one was extracted with ethyl acetate (×2)
- washwashed with brine
- dry with materialdried (Na2SO4)
- concentrationconcentrated in vacuo
- customThe crude product was purified by column chromatography (SiO2, n-heptane/ethyl acetate 1:3, followed by ISOLUTE Flash NH2, n-heptane/ethyl acetate 1:1)