Reacción #83963

Ecuación de reacción

3-piperazin-1-yl-1H-indazole

NaHCO3

chloroacetonitrile

→

product

Rendimiento 55.8%

[4-(1H-Indazol-3-yl)-1-piperazinyl]acetonitrile

Rendimiento 55.8%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe suspension was warmed
2. 2
   Temperaturato reflux for 17.5 hours
3. 3
   Filtraciónsubsequently filtered
4. 4
   LavadoThe remaining solids were washed with dichloromethane
5. 5
   Concentraciónthe combined filtrates were concentrated
6. 6
   OtroThe resulting brown oil was purified via flash column chromatography (silica gel, 0-50% EtOAc/DCM)

Procedimiento

To a stirred suspension of 3-piperazin-1-yl-1H-indazole (6.0 g, 29.7 mmol) and NaHCO3 (2.7 g, 32.7 mmol) in dry acetonitrile (125 ml) was added chloroacetonitrile (2.1 ml, 31.2 mmol) at room temperature, under nitrogen. The suspension was warmed to reflux for 17.5 hours, cooled to room temperature, and subsequently filtered. The remaining solids were washed with dichloromethane and the combined filtrates were concentrated. The resulting brown oil was purified via flash column chromatography (silica gel, 0-50% EtOAc/DCM) to give 4.0 g of product as an off-white solid, m.p. 121°-123° C.

Fuente