تفاعل #1583825

معادلة التفاعل

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

المذيبات

diethyl ether

toluene

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةat refluxed for 24 h
3. 3
   درجة الحرارةAfter cooling
4. 4
   غسيلwashed with water
5. 5
   تجفيفAfter drying over sodium sulfate
6. 6
   أخرىthe solvent was removed under reduced pressure
7. 7
   أخرىThe residue was purified by flash chromatography
8. 8
   أخرىto afford a solid matieral (1.3 g), which
9. 9
   workup.ADDITIONa mixture of starting material

الإجراء التجريبي

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.

المصدر