Dimethylcarbamoyl Chloride → HCID 22648888, compound

Participants

Reaction Steps

To a suspension of potassium hydride (0.211 g, 1.84 mmol, 35% in oil) in anhydrous TBF (5.0 mL) was added the the (±)-6-(2-naphthyl)pyrrolo[1,2-d]pyrido[3,2-b][1,4]oxazepin-7(6H)-one (600 mg, 1.84 mmol) dissolved in anhydrous THF (5 mL). The reaction mixture was stirred at rt for 2 h, and then dimethylcarbamoyl chloride (0.228 g, 2.12 mmol) was slowly added. After stirring for 12 h at 30° C., the solvent was removed in vacuo and the residue was dissolved in EtOAc. The organic layer was washed with brine, dried and concentrated. The residue was chromatographed (dichloromethane and hexane 1:3) to give the PBOX-43 in 76% yield. IR (neat) 1730 cm−1; 1HNMR (CDCl3) δ 2.92 (s, 3 H), 3.12 (s, 3 H), 6.44 (m, 2 H), 7.12 (m, 1 H), 7.47-7.55 (m, 3 H), 7.73-7.87 (m, 5 H), 8.24(m, 2H).

Provenance & Evidence