반응 #87345

반응 방정식

2-Chloro-4-(1-ethoxyvinyl)-6-(1-(2,2,2-trifluoroethoxy)ethyl)pyrimidine

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

2-(dicyclohexylphosphino)biphenyl

cesium carbonate

→

title product

4-(1-Ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-(1-(2,2,2-trifluoroethoxy)ethyl)pyrimidin-2-amine

용매

dioxane

반응 조건

후처리

1. 1
   기타The vial was capped
2. 2
   기타evacuated
3. 3
   기타flushed with nitrogen
4. 4
   온도cooled
5. 5
   여과filtered through a pad of silica gel
6. 6
   세척The pad was eluted with 10% methanol in ethyl acetate
7. 7
   기타The solvents were evaporated
8. 8
   기타the residue was purified by column chromatography on silica gel using a gradient of 0-10% methanol in dichloromethane as eluent

실험 절차

2-Chloro-4-(1-ethoxyvinyl)-6-(1-(2,2,2-trifluoroethoxy)ethyl)pyrimidine (0.35 g, 1.13 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.275 g, 1.35 mmol), palladium(II) acetate (0.038 g, 0.17 mmol), 2-(dicyclohexylphosphino)biphenyl (0.059 g, 0.17 mmol), cesium carbonate (0.734 g, 2.25 mmol) and dioxane (4 mL) were mixed in a vial. The vial was capped, evacuated and flushed with nitrogen. The reaction mixture was heated by microwave irradiation at 120° C. for 2.5 h, cooled and filtered through a pad of silica gel. The pad was eluted with 10% methanol in ethyl acetate. The solvents were evaporated and the residue was purified by column chromatography on silica gel using a gradient of 0-10% methanol in dichloromethane as eluent to yield the title product, 0.38 mg (70%).

출처