1-Isopropylsulfonyl-2-amino-6-iodobenzimidazole → HCID 17981838, compound

Participants

Reaction Steps

Stir a mixture of 2-methyl-4-phenyl-5-(tributylstannyl)thiazole (0.1 g, 0.21 mmol), 1-isopropylsulfonyl-2-amino-6-iodobenzimidazole (0.07 g, 0.21 mmol), and (acetonitrile)palladium(II) chloride (0.021 mmol) in dry dimethylformamide (2 mL) at 100° C. for 4 hours under a nitrogen atmosphere. Cool to room temperature and dilute with ethyl acetate (20 mL). Wash sequentially with water (3×5 mL) and saturated aqueous sodium chloride (3×5 mL), dry over sodium sulfate, and concentrate under reduced pressure. Subject the residue to silica gel chromatography, eluting with 7:1 dichloromethane:acetonitrile to provide the title compound as a white solid in 2% yield. MS(ES+): m/z=413.0 (M+H)+

Provenance & Evidence