Sodium Hydroxide → HCID 135939117, compound

Participants

Reaction Steps

A solution of 2-(4-(4-acetyl-3,5-dimethylpiperazin-1-yl)phenyl)-5,7-dimethoxyquinazolin-4(3H)-one (0.150 g, 0.34 mmol) in 2N HCl was heated at reflux temperature for 3 days. The reaction was cooled to room temperature, basified with 1N NaOH, and extracted with CH2Cl2. Purification by flash chromatography on silica gel, eluting with 0% to 15% MeOH/CH2Cl2, followed by further purification, eluting with 30% to 100% of 92:7:1 CHCl3/MeOH/concentrated NH4OH, afforded the title compound (0.040 g, 30%) as a white solid. 1H NMR (300 MHz, DMSO-d6): δ 11.98 (br s, 1H), 8.08 (d, J=9.0 Hz, 2H), 7.00 (d, J=9.0 Hz, 2H), 6.68 (d, J=2.3 Hz, 1H), 6.46 (d, J=2.3 Hz, 1H), 3.88 (s, 3H), 3.83 (s, 3H), 3.73-3.76 (m, 2H), 2.78-2.81 (m, 2H), 2.19-2.26 (m, 2H), 1.03 (d, J=6.2 Hz, 6H). ESI MS m/z 395 [M+H]+.

Provenance & Evidence