4-(Phenylaminocarbonyl)benzeneboronic acid → N-Phenyl-4-[2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridin-7-yl]-benzamide

Participants

Reaction Steps

The title compound was prepared by procedure C using 7-chloro-2-(3,4,5-trimethoxyphenyl)furo[3,2-b]pyridine (45.00 mg; 0.14 mmol; 1.00 eq.) instead of 7-chloro-2-iodo-furo[3,2-b]pyridine, and 4-phenylaminocarbonylphenylboronic acid (37.32 mg; 0.15 mmol; 1.10 eq.) instead of 4-fluorophenylboronic acid and was obtained as a yellow solid (68 mg, 100%). (HPLC (method F): 77%, RT: 4.21 min); 1H NMR (500 MHz, DMSO-d6) δ[ppm] 10.41 (s, 1H), 8.65-8.56 (m, 1H), 8.30 (d, J=7.9, 2H), 8.21 (d, J=8.5, 2H), 7.85-7.76 (m, 3H), 7.70 (dd, J=3.9, 1.2, 1H), 7.38 (t, J=7.6, 2H), 7.34 (s, 2H), 7.13 (t, J=7.4, 1H), 3.92 (s, 6H), 3.79-3.70 (m, 3H); MS (m/z) 481 [M+H]+, RT: 4.2 min.

Provenance & Evidence