反应 #89965

反应方程式

2-(1,1-dimethylprop-2-ynyl)-4-methoxy-benzoic acid methyl ester

N-(2-bromo-5-cyanophenyl)methanesulfonamide

→

title compound

收率 62.0%

2-[1-(6-Cyano-1-methanesulfonyl-1H-indol-2-yl)-1-methylethyl]-4-methoxy-benzoic acid methyl ester

收率 62.0%

溶剂

DMF

反应条件

后处理

1. 1
   其他degassed
2. 2
   其他flushed with nitrogen gas
3. 3
   其他degassed
4. 4
   其他flushed again with nitrogen gas
5. 5
   workup.ADDITIONthe reaction solution was added with water
6. 6
   萃取extracted with ethyl acetate
7. 7
   洗涤The organic layer was washed with an brine
8. 8
   干燥dried over magnesium sulfate
9. 9
   其他The drying agent was removed by filtration
10. 10
    其他the residues obtained
11. 11
    浓缩after concentration under reduced pressure
12. 12
    其他were purified by silica gel column chromatography (ethyl acetate/hexane)

实验过程

To the DMF (2 ml) solution of 2-(1,1-dimethylprop-2-ynyl)-4-methoxy-benzoic acid methyl ester (Compound AA3, 134 mg, 0.577 mmol) and N-(2-bromo-5-cyanophenyl)methanesulfonamide (Compound AA3, 167 mg, 1.05 eq.), copper iodide (9 mg, 0.08 eq.) and TEA (129 μl, 1.6 eq.) were added, degassed and flushed with nitrogen gas, added with dicholorobis(triphenylphosphine) palladium (20 mg, 0.05 eq.), and then degassed and flushed again with nitrogen gas. After stirring for 2 hr at 90° C., the reaction solution was added with water, extracted with ethyl acetate. The organic layer was washed with an brine and dried over magnesium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (white solid, 152 mg, 62%).

来源