反応 #61042

反応方程式

Trans-1,2-diaminocyclohexane

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

pyrazole

potassium carbonate

→

title compound

収率 21.0%

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

収率 21.0%

溶媒

dioxane

反応条件

後処理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   その他quenched with water/dichloromethane
3. 3
   抽出The aqueous layer was extracted twice with dichloromethane
4. 4
   乾燥dried over Na2SO4
5. 5
   ろ過filtered
6. 6
   その他the solvent was removed in vacuo
7. 7
   その他The crude oil was chromatographed over silicagel

実験手順

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), pyrazole (15 mg, 0.223 mmol), potassium carbonate (51 mg, 0.37 mmol), CuI (7 mg, 0.037 mmol), Trans-1,2-diaminocyclohexane (9 ul, 0.07 mmol) and dioxane (0.4 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: 0-5% to provide the title compound as a light grey powder (19 mg, 21%), MS (m/e): 479.1 (M+H, 100%)

出典