Diethylamine → HCID 46842006, compound

Participants

Reaction Steps

Pd(OAc)2 (0.031 g, 0.14 mmol), DPPF (0.066 g, 0.12 mmol), and NaOtBu (0.059 g, 0.62 mmol) were added to a mixture of 2-(5-bromopyridin-3-yl)-3-(4-chlorophenyl)quinazolin-4(3H)-one (0.200 g, 0.48 mmol) and Et2NH (0.07 mL) in toluene (2 mL). The reaction mixture was microwaved at 90° C. and 300 W (max. power) with cooling for 3 hours, before concentration in vacuo. Purification by flash chromatography on silica gel, eluting with 35% to 90% EtOAc in heptane, plus further purification by reverse-phase chromatography, eluting with 10% to 50% CH3CN in H2O, afforded the title compound as a white solid (0.02 g, 10%). 1H-NMR (300 MHz, DMSO-d6): δ8.21 (d, J=6.6 Hz, 1H), 7.88-8.02 (m, 2H), 7.73-7.87 (m, 2H), 7.57-7.70 (m, 1H), 7.36-7.50 (m, 4H), 6.89 (s, 1H), 3.16-3.29 (m, 4H), 0.72-1.11 (m, 6H). MS (APCI) m/z: 405 (M+H)+.

Provenance & Evidence