Methyl iodide → HCID 59722667, compound

Participants

Reaction Steps

Sodium hydride (60% dispersion in mineral oil; 4.0 mg, 0.112 mmol) was added to a solution of tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(2-hydroxyethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate (19 mg, 0.047 mmol) and iodomethane (3.0 μL, 0.051 mmol) in tetrahydrofuran (0.5 mL) at 0° C., and the mixture was allowed to warm to ambient temperature. After 18 h, additional sodium hydride (2.0 mg, 0.056 mmol) and iodomethane (3.0 μL, 0.051 mmol) were added. After 1 h, the reaction was quenched with water. Saturated aqueous sodium bicarbonate was added and the mixture was extracted with dichloromethane (2×). The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. Purification by silica gel chromatography (100% dichloromethane→94% dichloromethane/methanol) gave the title compound (6 mg). MS 422.1 (M+1).

Provenance & Evidence