Isobutyryl chloride → HCID 46841136, compound

Participants

Reaction Steps

TEA (0.07 mL, 0.50 mmol) and isobutyryl chloride (0.25 mmol) were added to a solution of 3-(4-aminophenyl)-2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)quinazolin-4(3H)-one (0.100 g, 0.25 mmol) in CH2Cl2 (5 mL), stirred at room temperature for 2 hours, and concentrated in vacuo. Purification by flash chromatography on silica gel, eluting with 2% to 10% MeOH in CH2Cl2, afforded the title compound as a white solid in 78% yield. 1H-NMR (300 MHz, DMSO-d6): δ 9.90 (s, 1H), 8.17 (dd, J=6.8, 1.2 Hz, 1H), 7.85-7.91 (m, 1H), 7.72 (d, J=7.6 Hz, 1H), 7.53-7.65 (m, 3H), 7.20 (d, J=8.9 Hz, 2H), 7.04 (s, 2H), 4.83 (t, J=5.4 Hz, 1H), 3.61-3.72 (m, 4H), 2.56-2.63 (m, 1H), 2.10 (s, 6H), 1.08 (d, J=6.9 Hz, 6H). MS (APCI) m/z: 472 (M+H)+.

Provenance & Evidence