Diethylamine → HCID 46841558, compound

Participants

Reaction Steps

2-(6-bromopyridin-3-yl)-3-(4-sec-butylphenyl)quinazolin-4(3H)-one (0.110 g, 0.253 mmol), Pd(OAc)2 (0.017 g, 0.076 mmol), DPPF (0.035 g, 0.063 mmol), NaOt-Bu (0.032 g, 0.330 mmol), and diethylamine (0.040 mL, 0.385 mmol) were combined in toluene (2 mL) in a microwave tube under nitrogen. The mixture was microwaved at 90° C., 300 W, for 3 hours. The mixture was concentrated and purified by flash chromatography on silica gel, eluting with 30% ethyl acetate/heptane to 100% ethyl acetate, to afford the title compound as a white solid (0.040 g, 37%). 1H-NMR (300 MHz, DMSO-6): δ 8.14-8.17 (m, 1H), 8.02 (d, J=2.3 Hz, 1H), 7.84-7.90 (m, 1H), 7.73 (d, J=7.8 Hz, 1H), 7.52-7.57 (m, 1H), 7.32-7.35 (m, 1H), 7.18-7.28 (m, 4H), 6.33 (d, J=9.1 Hz, 1H), 3.41 (q, J=6.9 Hz, 4H), 2.57-2.64 (m, 1H), 1.41-1.62 (m, 2H), 1.19 (d, J=6.9 Hz, 3H), 1.01 (t, J=6.9 Hz, 6H), 0.67 (t, J=7.3 Hz, 3H). MS (APCI) m/z: 427 (M+H)+.

Provenance & Evidence