Sodium hydride → HCID 66868939, compound

Participants

Reaction Steps

Add sodium hydride (60% oil dispersion, 94 mg, 2.36 mmol) to a solution of 2-phenylimidazole (340 mg, 2.36 mmol) in 8 mL dimethylformamide. Stir at room temperature for 15 minutes and then add N-[isobutyl]2-nitro-5-fluoroaniline (500 mg, 2.36 mmol). Stir at 60° C. over night under a nitrogen atmosphere. Dilute the reaction mixture with ethyl acetate and wash with dilute aqueous sodium bicarbonate. Dry the organic phase over sodium sulfate, filter, and concentrate under reduced pressure. Subject the residue to radial silica gel chromatography, eluting with a gradient of 0.1%-5% methanol in dichloromethane to provide the desired compound as a yellow solid (450 mg, 57%).

Provenance & Evidence