N-bromobutanimide → HCID 57723000, compound

Participants

Reaction Steps

7-Chloro-1,5-bis(2-chlorophenyl)-3,4-dihydro[1,8]naphthyridin-2(1H)-one (220 mg, 0.545 mmol) in carbon tetrachloride (3 ml) was treated with NBS (110 mg; 0.618 mmol) and AlBN (1 mg) and heated under reflux for 1 h. Further NBS (110 mg, 0.618 mmol) and AlBN (2 mg) were added and heating under reflux continued for a further 2 h. DBU (0.2 ml) was added, the mixture cooled, filtered, and further carbon tetrachloride (3 ml) added, followed by 2M hydrochloric acid (3 ml). The mixture was purified by column chromatography over silica (20 g) eluting with cyclohexane-ethyl acetate (100:0-60:40) to afford the title compound as a white solid (151 mg, 69%).

Provenance & Evidence