Reacción #220217

Ecuación de reacción

2-chloro-N-{3-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzyl}-acetamide

dimethylamine

→

2-Dimethylamino-N-{3-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzyl}-acetamide

title compound

Disolventes

dioxane

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe clear yellow solution is cooled
2. 2
   Otrothe solvent evaporated
3. 3
   OtroThe residue is purified by flash chromatography
4. 4
   workup.ADDITIONa mixture of dichloromethane/methanol
5. 5
   Temperaturawith gradually increasing concentrations of methanol starting with 100:2.5

Procedimiento

A mixture of 210 mg (0.5 mmol) 2-chloro-N-{3-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzyl}-acetamide in 3 ml dry dioxane is treated with 268 μl (1.5 mmol) of a 5.6 N dimethylamine solution in ethanol (Fluka, Buchs, Switzerland) and then heated to 100 ° C. for 6 h. The clear yellow solution is cooled and the solvent evaporated. The residue is purified by flash chromatography using a mixture of dichloromethane/methanol with gradually increasing concentrations of methanol starting with 100:2.5 and ending with 100:5 and then switching to dichloromethane/methanol/conc. ammonia starting with 100:5:0.25 and ending with 100:10:0.5. The title compound is obtained as a colorless foam; Rf (dichloromethane/methanol/conc. ammonia 90:10:1)=0.41; MS-ES+: (M+H)+=429.

Fuente