Diethylamine → HCID 46841557, compound

Participants

Reaction Steps

2-(6-bromopyridin-3-yl)-3-(4-chlorophenyl)quinazolin-4(3H)-one (0.035 g, 0.085 mmol), Pd(OAc)2 (0.002 g, 0.009 mmol), DPPF (0.004 g, 0.007 mmol), NaOt-Bu (0.011 g, 0.110 mmol), and diethylamine (0.020 mL, 0.19 mmol) were combined in toluene (2 mL) in a microwave tube under nitrogen. The mixture was microwaved at 80° C., 300 W, for 30 minutes. Additional diethylamine (0.040 mL, 0.38 mmol) was added and the microwaving was continued at 90° C. for 2.5 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 (0.017 g, 49%). 1H-NMR (300 MHz, DMSO-6): δ 8.14-8.17 (m, 1H), 8.08 (d, J=2.8 Hz, 1H), 7.85-7.91 (m, 1H), 7.73 (d, J=7.8 Hz, 1H), 7.35-7.58 (m, 6H), 6.43 (d, J=9.0 Hz, 1H), 3.44 (q, J=7.0 Hz, 4H), 1.05 (t, 6.9 Hz, 6H). MS (APCI) m/z: 405 (M+H)+.

Provenance & Evidence