反应详情

A solution of 2-methyl-4H-benzo[d][1,3]oxazin-4-one (300 mg, 1.862 mmol), 3-bromo-2-methylaniline (346 mg, 1.862 mmol), and triethoxymethane (276 mg, 1.862 mmol) in THF (2 mL) was heated overnight in a sealed tube at 100° C. The mixture was cooled to rt and diluted with DCM. The solution was washed with water and NaHCO3 (aq), and dried and concentrated. The residue was purified by column chromatography (eluting with a gradient from 90:10 to 50:50 hexane-EtOAc) and the crude product was triturated in hexane to give 3-(3-bromo-2-methylphenyl)-2-methylquinazolin-4(3H)-one as an off-white solid (120 mg, 20%). 1H NMR (400 MHz, chloroform-d) δ 8.28 (1H, dd, J=7.92, 1.10 Hz), 7.77-7.82 (1H, m), 7.68-7.73 (2H, m), 7.47-7.52 (1H, m), 7.22-7.25 (1H, m), 7.13-7.17 (1H, m), 2.20 (6H, s). Mass spectrum m/z 329, 331 (M+H)+.

1. washThe solution was washed with water and NaHCO3 (aq)
2. customdried
3. concentrationconcentrated
4. customThe residue was purified by column chromatography (
5. washeluting with a gradient from 90:10 to 50:50 hexane-EtOAc) and the crude product
6. customwas triturated in hexane