Sodium Carbonate → HCID 67548165, compound

Participants

Reaction Steps

A stirred solution of 3-bromo-5-(p-methoxyphenylamino)pyridine (0.5 g, 1.8 mmol), 3-aminophenyl boronic acid (0.28 g, 1.8 mmol) and Na2CO3 (0.56 g, 5.3 mmol) in dimethoxyethane (10 ml) and water (3.5 ml) is deoxygenated using argon before adding Pd(PPh3)4 (0.06 g) and heating the mixture at reflux for 16 hours. The mixture is diluted with ethyl acetate, washed with brine, dried over Na2SO4 and concentrated. The residue is chromatographed on silicagel to afford the product; 1H NMR (400 MHz, d6-DMSO): δ 8.16 (m, 2H), 8.10 (s, 1H), 7.34 (m, 1H), 7.10 (m, 3H), 6.91 (d, J=8.84 Hz, 2H), 6.75 (s, 1H), 6.71 (m, 1H), 6.57 (m, 1H), 5.21 (br s, 2H), 3.73 (s, 3H).

Provenance & Evidence