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

関与物質

役割	名称	HCID	仕込み量
反応物	1H-1,2,4-Triazole	HCID 9257	—
反応物	Potassium Phosphate, Tribasic	HCID 62657	—
反応物	trans-N,N'-dimethyl-1,2-cyclohexanediamine	HCID 2733821	—
反応物	(2-Iodo-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone	HCID 59793691	—
触媒	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	(5-Methanesulfonyl-2-[1,2,4]triazol-1-yl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone	HCID 68838801	6.7%

反応条件

温度	120 °C

反応手順

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), 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%)

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07427612B2
出典データセット	uspto-grants-2008_09
ORD ID	ord-95f81d0e77d14d0099b96b00ce253733
出典メモ	uspto-grants-2008_09