反应详情

温度

100 °C

A solution of 4-hydroxymethyl-benzoic acid methyl ester (0.14 g, 0.84 mmol; CAS Reg. No. 6908-41-4), palladium (II) acetate (19 mg, 0.084 mmol; CAS Reg. No.) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (52 mg, 0.084 mmol; CAS Reg. No.) in dry toluene (10 ml) was stirred at 25° C. for 5 min. under argon atmosphere. To the resulting deep red solution was then added a solution of 2-(2-chloro-pyridin-3-yl)-1-cyclohexylmethyl-5,6-difluoro-1H-benzoimidazole (Ex. 1, intermediate a, 0.30 g, 0.84 mmol) in toluene (5 ml) and cesium carbonate (0.82 g, 2.52 mmol). The flask was purged with argon, and the reaction mixture was heated at 100° C. for 12 h. The solid was filtered, the filtrate concentrated in vacuo and the residue was purified by column chromatography over silica gel (15-20% ethyl acetate/n-hexane) to afford the title compound as brown sticky solid (60%). MS (Turbo Spray): m/z=492.3 (M+H).

1. customThe flask was purged with argon
2. filtrationThe solid was filtered
3. concentrationthe filtrate concentrated in vacuo
4. customthe residue was purified by column chromatography over silica gel (15-20% ethyl acetate/n-hexane)