반응 #61046

반응 방정식

(2-Iodo-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone

1,2,4-triazole

potassium phosphate

(1R,2R)-diaminomethylcyclohexane

→

title compound

수율 6.7%

(5-Methanesulfonyl-2-[1,2,4]triazol-1-yl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone

수율 6.7%

용매

DMF

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   기타quenched with water/dichloromethane
3. 3
   추출The aqueous layer was extracted twice with dichloromethane
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 (2-Iodo-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone (compound CK, 0.1 g, 0.19 mmol), 1,2,4-triazole (11 mg, 0.155 mmol), potassium phosphate (71 mg, 0.326 mmol), CuI (7 mg, 0.037 mmol), (1R,2R)-diaminomethylcyclohexane (2.3 mg, 0.015 mmol) and DMF (1 ml). The mixture was heated under argon at 120° C. for 24 hours. The reaction mixture was cooled to room temperature and quenched with water/dichloromethane. The aqueous layer was extracted twice with dichloromethane. The organic layers were combined, dried over Na2SO4, filtered and the solvent was removed in vacuo. The crude oil was chromatographed over silicagel: eluent: heptane/ethylacetate: 0-100% to provide the title compound as a light grey solid (5 mg, 6%), MS (m/e): 480.4 (M+H, 100%)

출처