反应 #1583825

反应方程式

methyl 2-(5-bromo-2-chlorophenyl)hydrazine carboxylate

product

methyl 2-(5-bromo-2-chlorophenyl)hydrazine carboxylate

[3-(trifluoromethoxy)phenyl]boronic acid

cesium carbonate

triphenylphosphine

→

title compound

methyl 2-[4-chloro-3′-(trifluoromethoxy)[1,1′-biphenyl]-3-yl]hydrazine carboxylate

溶剂

diethyl ether

toluene

methanol

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度at refluxed for 24 h
3. 3
   温度After cooling
4. 4
   洗涤washed with water
5. 5
   干燥After drying over sodium sulfate
6. 6
   其他the solvent was removed under reduced pressure
7. 7
   其他The residue was purified by flash chromatography
8. 8
   其他to afford a solid matieral (1.3 g), which
9. 9
   workup.ADDITIONa mixture of starting material

实验过程

A mixture of methyl 2-(5-bromo-2-chlorophenyl)hydrazine carboxylate (i.e. the product of Step B) (1.27 g, 4.5 mmol), [3-(trifluoromethoxy)phenyl]boronic acid (1.85 g, 9 mmol), cesium carbonate (2.9 g, 9 mmol), tris(dibenzylideneacetone)dipalladium (0.18 g, 0.2 mmol) and triphenylphosphine (1.2 g, 4.5 mmol) in toluene (60 mL) and methanol (60 mL) was heated at refluxed for 24 h. After cooling, the reaction mixture was taken up in diethyl ether and washed with water. After drying over sodium sulfate, the solvent was removed under reduced pressure. The residue was purified by flash chromatography using 25% ethyl acetate in hexanes as eluant to afford a solid matieral (1.3 g), which was a mixture of starting material and the title compound.

来源