Réaction #168912

Équation de réaction

4-(3-(bromomethyl)phenylthio)-N-(4-morpholinophenyl)pyrimidin-2-amine

4-cyanomethyl imidazole

cesium carbonate

→

product

Rendement 47.0%

2-(1-(3-(2-(4-Morpholinophenylamino)pyrimidin-4-ylthio)benzyl)-1H-imidazol-4-yl)acetonitrile

Rendement 47.0%

Solvants

dimethyl formamide

Conditions de réaction

Traitement

1. 1
   FiltrationIt was filtered
2. 2
   Autreto remove any inorganic material
3. 3
   Concentrationthe dimethyl formamide solution was concentrated in vacuo
4. 4
   Autrechromatographed on the silica gel

Mode opératoire

To a stirred mixture of 4-(3-(bromomethyl)phenylthio)-N-(4-morpholinophenyl)pyrimidin-2-amine (100 mg, 0.22 mmol) and 4-cyanomethyl imidazole (47 mg, 0.44 mmol) in dimethyl formamide (2 mL), was added cesium carbonate (154 mg, 0.44 mmol) in one portion. The mixture was stirred at room temperature for 16 hours. It was filtered to remove any inorganic material, and the dimethyl formamide solution was concentrated in vacuo. The residue was column chromatographed on the silica gel using methanol:dichloromethane (4:96) as eluant to give the product (50 mg, 47%).

Source