반응 #87389

반응 방정식

2-Chloro-4-(1-ethoxyvinyl)-5-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine

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

2-(dicyclohexylphosphino)biphenyl

cesium carbonate

→

title compound

수율 48.0%

4-(1-Ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-5-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-2-amine

수율 48.0%

용매

dioxane

반응 조건

후처리

1. 1
   기타The vial was capped
2. 2
   기타evacuated
3. 3
   기타flushed with nitrogen
4. 4
   여과The mixture was filtered through a pad of silica
5. 5
   세척the silica was washed by 5% of MeOH in DCM
6. 6
   기타The solvents were evaporated
7. 7
   기타the residue was purified by preparative HPLC

실험 절차

2-Chloro-4-(1-ethoxyvinyl)-5-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (70 mg, 0.23 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (46 mg, 0.23 mmol), palladium(II) acetate (8 mg, 0.03 mmol), 2-(dicyclohexylphosphino)biphenyl (12 mg, 0.03 mmol) and cesium carbonate (147 mg, 0.45 mmol) were mixed in dioxane (4 mL). The vial was capped, evacuated and flushed with nitrogen. The reaction mixture was heated by microwave irradiation at 120° C. for 1.5 h. The mixture was filtered through a pad of silica and the silica was washed by 5% of MeOH in DCM. The solvents were evaporated and the residue was purified by preparative HPLC to give the title compound 52 mg (48%).

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