Reacción #80503

Ecuación de reacción

water

sodium hydride

3-(2-chloro-6-fluorophenyl)-5-(2-chloro-4-hydroxymethylphenyl) 1-methyl-1H-1,2,4-triazole

2,3-dichloro-5-trifluoromethyl pyridine

→

desired compound

Rendimiento 82.1%

3-(2-chloro-6-fluorophenyl)-5-[2-chloro-4(3-chloro-5-trifluoromethylpyridine-2-yloxymethyl)phenyl]1-methyl-1H-1,2,4-triazole

Rendimiento 82.1%

Disolventes

1,2-dimethoxyethane

1,2-dimethoxyethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirred for 3 hours
2. 2
   OtroOn completion of the reaction
3. 3
   Temperaturathe reaction solution is warmed to room temperature
4. 4
   Extracciónextracted with ether
5. 5
   LavadoThe organic layer is washed with water
6. 6
   Secadodried over anhydrous magnesium sulfate
7. 7
   Concentraciónconcentrated under reduced pressure
8. 8
   OtroThe concentrate is purified by silica gel column chromatography

Procedimiento

3-(2-chloro-6-fluorophenyl)-5-(2-chloro-4-hydroxymethylphenyl) 1-methyl-1H-1,2,4-triazole (0.50 g) is dissolved in 1,2-dimethoxyethane (20 ml) and cooled to 0° C., to which is added sodium hydride (60%, 0.07 g) and the reaction mixture is stirred for 15 minutes. Then, a solution of 2,3-dichloro-5-trifluoromethyl pyridine (0.34 g) in 1,2-dimethoxyethane (10 ml) is added dropwise and stirred for 3 hours. On completion of the reaction, the reaction solution is warmed to room temperature and poured into water and extracted with ether. The organic layer is washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The concentrate is purified by silica gel column chromatography to give 0.62 g of desired compound.

Fuente