반응 #61006

반응 방정식

1-{4-[4-(5-Bromo-2-morpholin-4-yl-benzoyl)-piperazin-1-yl]-3-fluoro-phenyl}-ethanone

imidazole

cesium carbonate

1,10-phenanthroline

→

title compound

수율 41.9%

1-{3-Fluoro-4-[4-(5-imidazol-1-yl-2-morpholin-4-yl-benzoyl)-piperazin-1-yl]-phenyl}-ethanone

수율 41.9%

용매

dioxane

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   기타quenched with water/ethyl acetate
3. 3
   추출The aqueous layer was extracted twice with ethylacetate
4. 4
   건조dried over Na2SO4
5. 5
   여과filtered
6. 6
   기타the solvent was removed in vacuo
7. 7
   기타The crude oil was chromatographed over silicagel

실험 절차

In a tube were added successively 1-{4-[4-(5-Bromo-2-morpholin-4-yl-benzoyl)-piperazin-1-yl]-3-fluoro-phenyl}-ethanone (example BJ, 0.05 g, 0.1 mmol), imidazole (8.4 mg, 0.12 mmol), cesium carbonate (70 mg, 0.21 mmol), CuI (4 mg, 0.02 mmol), 1,10-phenanthroline (7.3 mg, 0.04 mmol) and dioxane (0.2 ml). The mixture was heated under argon at 120° C. for 12 hours. The reaction mixture was cooled to room temperature and quenched with water/ethyl acetate. The aqueous layer was extracted twice with ethylacetate. The organic layers were combined, dried over Na2SO4, filtered and the solvent was removed in vacuo. The crude oil was chromatographed over silicagel: eluent: CH2Cl2/methanol: 0-5% to provide the title compound as a brown solid (20 mg, 40%), MS (m/e): 478.4 (M+H, 100%)

출처