Reacción #1583841

Ecuación de reacción

cesium carbonate

3-(3-chlorophenyl)-1H-pyrazole

salicylaldoxime

5-bromo-2-chlorotoluene

→

title compound

Rendimiento 21.7%

1-(3-methyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole

Rendimiento 21.7%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprepared
2. 2
   Temperaturato cool to room temperature
3. 3
   FiltraciónThe resulting suspension was filtered
4. 4
   Concentraciónthe filtrate was concentrated
5. 5
   OtroThe resulting residue was purified by medium pressure liquid chromatography (2 to 10% gradient of ethyl acetate in hexanes as eluant)

Procedimiento

A mixture of 3-(3-chlorophenyl)-1H-pyrazole (5.3 g, 29.8 mmol) (prepared according to the method given in European Patent Publication EP 538156), salicylaldoxime (0.58 g, 4.25 mmol), 5-bromo-2-chlorotoluene (2.8 g, 21.3 mmol), copper oxide (0.15 g, 1.06 mmol) and cesium carbonate (11.8 g, 36.2 mmol) in 20 mL of N,N-dimethylformamide was heated at 140° C. overnight and then allowed to cool to room temperature. The resulting suspension was filtered and the filtrate was concentrated under reduce pressure. The resulting residue was purified by medium pressure liquid chromatography (2 to 10% gradient of ethyl acetate in hexanes as eluant) to give the title compound as a white solid (1.4 g).

Fuente