HCID 145726187, compound → HCID 86620137, compound

Participants

Reaction Steps

Methylmagnesium bromide (0.24 mL, 0.71 mmol) was added to a solution of tert-butyl [(6S,9R)-3-{(E)-[(tert-butylsulfinyl)imino]methyl}-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-yl]carbamate (117 mg, 0.24 mmol) in tetrahydrofuran (4 mL) at 0° C. After 5 min, the mixture was warmed to ambient temperature. After 1.5 h, additional methylmagnesium bromide (0.24 mL, 0.71 mmol) was added. After 1.5 h, the reaction mixture was cooled to 0° C. and quenched with saturated aqueous ammonium chloride and water. The mixture was extracted with ethyl acetate (3×). The organic extracts were washed with saturated brine, dried with magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography (100% dichloromethane→94% dichloromethane/methanol) gave the title compound (144 mg). MS 511.2 (M+1).

Provenance & Evidence