HCID 21905257, compound → HCID 21905574, compound

Participants

Reaction Steps

To a stirred solution of (RS)-2-(3-amino-2,6-difluoro-phenyl)-N-(4-cyano-benzyl)-2-methoxy-acetamide (130 mg) at rt in dichloromethane were added sucessively dry 4A molecular sieves (50 mg), phenyl boronic acid (96 mg), triethylamine (0.11 ml), copper (II) acetate (71 mg) and TEMPO (67 mg). A “CaCl2 trap” was placed over the flask and stirring at rt was continued over the week-end. Then the solids were filtered off and washed with EtOAc. The dark brown filtrate was concentrated to leave a dark brown residue. The crude product was purified by flash chromatography (cyclohexane=>cyclohexane/EtOAc 3:2) to give (RS)-N-(4-cyano-benzyl)-2-(2,6-difluoro-3-phenylamino-phenyl)-2-methoxy-acetamide (123 mg) as light grey gum. MS 408.3 ([M+H]+)

Provenance & Evidence