Tetrabutylammonium Fluoride → HCID 46841407, compound

Participants

Reaction Steps

A 1M THF solution of TBAF (1.90 mL, 1.90 mmol) was added to a solution of 2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3-methylphenyl)-3-(4-chlorophenyl)quinazolin-4(3H)-one (0.340 g, 0.65 mmol) in THF (5 mL). The mixture was stirred at room temperature for 1 hour and concentrated in vacuo. Purification by flash chromatography on silica gel, eluting with 10% to 100% EtOAc in heptane, afforded the title compound as a white solid (0.190 g, 72%). 1H-NMR (300 MHz, DMSO-d6): δ 8.17 (dd, J=6.8, 1.0 Hz, 1H), 7.89 (d, J=6.8 Hz, 1H), 7.75 (d, J=8.8 Hz, 1H), 7.55-7.59 (m, 1H), 7.28-7.48 (m, 4H), 7.21 (d, J=1.5 Hz, 1H), 7.04-7.16 (m, 1H), 6.77 (d, J=8.7 Hz, 1H), 4.81 (t, J=5.7 Hz, 1H), 3.86-4.01 (m, 2H), 3.60-3.77 (m, 2H), 2.06 (s, 3H). MS (APCI) m/z: 407 (M+H)+.

Provenance & Evidence