Reacción #83848

Ecuación de reacción

H2O

3-(4-methyl-1-piperazinyl)-1-phenylsulfonyl-1H-indazole

K2CO3

cyanogen bromide

→

4-[1-(Phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrile

Disolventes

dimethylsulfoxide

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solid, which precipitated from solution
2. 2
   Filtraciónwas collected by filtration
3. 3
   Lavadowas washed well with H2O affording 168 g (68%) of product
4. 4
   OtroA 5.2 g sample was recrystallized twice from ethanol-H2O yielding 4.0 g of 4-[1-(phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrile, m.p.=178°-180° C.

Procedimiento

To a stirred mixture of 3-(4-methyl-1-piperazinyl)-1-phenylsulfonyl-1H-indazole (237 g, 0.67 mole), K2CO3 (102 g, 0.74 mole) and dimethylsulfoxide (DMSO, 2000 ml), under nitrogen, was added cyanogen bromide (72 g, 0.68 mmol) dissolved in DMSO (525 ml). The reaction was stirred at ambient temperature for 5.5 hours and was then poured into H2O (7 1). The solid, which precipitated from solution, was collected by filtration and was washed well with H2O affording 168 g (68%) of product. A 5.2 g sample was recrystallized twice from ethanol-H2O yielding 4.0 g of 4-[1-(phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrile, m.p.=178°-180° C.

Fuente