Reacción #74263

Ecuación de reacción

3-bromo-1H-pyrazole

2,3-dichloropyridine

cesium carbonate

N,N-dimethylformamide

→

2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine

Rendimiento 68.5%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato cool to room temperature
2. 2
   Extracciónthe reaction mixture was extracted with methyl tert-butyl ether two times
3. 3
   Lavadowashed with sequentially with water
4. 4
   Secadoa saturated solution of sodium chloride, dried over magnesium sulfate
5. 5
   Concentraciónconcentrated under reduced pressure

Procedimiento

A mixture of 10.7 g of 3-bromo-1H-pyrazole, 11.8 g of 2,3-dichloropyridine, 57.3 g of cesium carbonate and 80 ml of N,N-dimethylformamide was stirred at 100° C. for 8 hours. The reaction mixture was allowed to cool to room temperature. After water was added, and the reaction mixture was extracted with methyl tert-butyl ether two times. The organic layers were combined, washed with sequentially with water and a saturated solution of sodium chloride, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 12.9 g of 2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine.

Fuente