Tetrabutylammonium Fluoride → HCID 46841275, compound

Participants

Reaction Steps

A 1 M THF solution of TBAF (1.7 mL, 1.70 mmol) was added to a solution of 2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3-methylphenyl)-3-(4-sec-butylphenyl)quinazolin-4(3H)-one (0.320 g, 0.59 mmol) in THF (2 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 90% EtOAc in heptane, afforded the title compound, as a white solid (0.175 g, 69%). 1H-NMR (300 MHz, DMSO-d6): δ 8.15-8.18 (m, 1H), 7.80-7.95 (m, 1H), 7.74 (d, J=7.7 Hz, 1H), 7.49-7.64 (m, 1H), 7.01-7.25 (m, 6H), 6.72 (d, J=8.5 Hz, 1H), 4.81 (t, J=5.5 Hz, 1H), 3.80-3.97 (m, 2H), 3.56-3.73 (m, 2H), 2.54-2.67 (m, 1H), 1.99 (s, 3H), 1.32-1.66 (m, 2H), 1.17 (d, J=6.9 Hz, 3H), 0.67 (t, J=7.3 Hz, 3H). MS (APCI) m/z: 429 (M+H)+.

Provenance & Evidence