Reacción #69174

Ecuación de reacción

3-methyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]butyl methanesulfonate

DMF

sodium cyanide

→

desired product

Rendimiento 59.0%

4-Methyl-4-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]pentanenitrile

Rendimiento 59.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with five 150 mL portions of ethyl acetate
2. 2
   SecadoThe combined extracts were dried over sodium sulfate
3. 3
   Otrothe solvent was removed in vacuo
4. 4
   OtroThe crude residue was purified by flash column chromatography

Procedimiento

3-methyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]butyl methanesulfonate (2.97 g, 8.50 mmol), DMF (120 mL) and sodium cyanide (6.21 g, 0.127 mol) were distributed evenly into six 20 mL microwavable vessels, each of which was heated in the microwave reactor for 4000 seconds at 125° C. The contents of the vials were combined and were diluted with 400 mL water and extracted with five 150 mL portions of ethyl acetate. The combined extracts were dried over sodium sulfate, and the solvent was removed in vacuo. The crude residue was purified by flash column chromatography to yield the desired product (1.40 g, 59%).

Fuente