HCID 46841135, compound → HCID 46841271, compound

Participants

Reaction Steps

A solution of N-(4-(2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-4-oxoquinazolin-3(4H)-yl)phenyl)acetamide (2.0 g, 4.50 mmol) in 2N HCl (50 mL) was stirred at reflux temperature for 30 minutes. Solids were filtered off and the aqueous filtrate was basified with NaOH. The filtrate was then extracted with CH2Cl2, washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel eluting with 2% to 10% MeOH in CH2Cl2 afforded the title compound as an off-white solid (1.35 g, 75%). 1H-NMR (300 MHz, DMSO-d6): δ 8.14 (d, J=6.9 Hz, 1H), 7.76-7.93 (m, 1H), 7.70 (d, J=8.1 Hz, 1H), 7.45-7.64 (m, 1H), 7.03 (s, 2H), 6.85 (d, J=8.6 Hz, 2H), 6.44 (d, J=8.5 Hz, 2H), 5.21 (s, 2H), 4.84 (t, J=5.5 Hz, 1H), 3.49-3.72 (m, 4H), 2.11 (s, 6H). MS (APCI) m/z: 402 (M+H)+.

Provenance & Evidence