Lithium Hydroxide → HCID 46841272, compound

Participants

Reaction Steps

LiOH (0.100 g, 4.10 mmol) was added to a solution of 2-(2,6-dimethyl-4-(3-(4-(N-(methylsulfonyl)methylsulfonamido)phenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)phenoxy)ethyl methanesulfonate (0.280 g, 0.44 mmol) in dioxane (20 mL) and H2O (20 mL), before heating at reflux temperature for 3.5 hours. The mixture was diluted with saturated NaHCO3, extracted with CH2Cl2, and concentrated in vacuo. Purification was effected by reverse phase chromatography eluting with 10% to 90% CH3CN in H2O with 0.1% TFA. The desired fractions were collected, basified, extracted, and concentrated, to afford the title compound as a white solid (0.110 g, 52%). 1H-NMR (300 MHz, DMSO-d6): δ 9.83 (s, 1H), 8.17 (dd, J=6.7, 1.1 Hz, 1H), 7.86-7.92 (m, 1H), 7.74 (d, J=7.8 Hz, 1H), 7.52-7.65 (m, 1H), 7.27 (d, J=8.8 Hz, 2H), 7.13 (d, J=8.8 Hz, 2H), 7.01 (s, 2H), 4.83 (t, J=5.5 Hz, 1H), 3.56-3.69 (m, 4H), 2.92 (s, 3H), 2.09 (s, 6H). MS (APCI) m/z: 480 (M+H)+.

Provenance & Evidence