Sodium hydride → HCID 86616772, compound

Participants

Reaction Steps

Sodium hydride (60% dispersion in mineral oil; 20.6 mg, 0.52 mmol) was added to a solution of tert-butyl (3S,7S)-2-oxo-7-phenylazepan-3-ylcarbamate (143 mg, 0.47 mmol) and cyclopropylmethyl bromide (0.11 mL, 1.18 mmol) in N,N-dimethylformamide (1 mL) at 0 □C, and the mixture was allowed to warm to ambient temperature. After 14 h, the reaction was quenched with water and the mixture was extracted with ethyl acetate. The organic layer was washed with water (3×), saturated brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography (10% ethyl acetate/hexanes→30% ethyl acetate/hexanes) gave the title compound (144 mg). MS 359 (M+1).

Provenance & Evidence