Water → HCID 11854634, compound

Participants

Reaction Steps

To a solution of 3-bromo-N-(3,4-dichlorophenyl)-2-piperid-1-yl-5-trifluoromethylbenzamide, Example 3 (620 mg; 1 eq.) in DMF (10 ml, degassed for 1 hour with nitrogen), are added CuCN (200 mg; 1.8 eq.) and Pd(PPh3)4 (58 mg; 0.04 eq.). After refluxing for 3 hours under a nitrogen atmosphere, the reaction medium is cooled and poured into 20 ml of water. The product is extracted with ethyl acetate. After washing with water and then with saturated NaCl solution, the organic phase is dried over Na2SO4 and concentrated under vacuum. The oil obtained is purified by chromatography on silica (eluent: 9/1 heptane/EtOAc). 310 mg of 3-cyano-N-(3,4-dichlorophenyl)-2-piperid-1-yl-5-trifluoromethylbenzamide are obtained (white solid: m.p.=175° C.)

Provenance & Evidence