2-Bromo-5-methylpyridine → 2-[3-Methoxy-4-(3-methylpyridin-2-yl)phenyl]-1,3-benzoxazole

Participants

Reaction Steps

Utilizing the general procedure outlined in the synthesis of 2-[4-(6-bromopyridin-2-yl)-3-methoxyphenyl]-1,3-benzoxazole, 2-[3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3-benzoxazole (150 mg, 0.43 mmol) was reacted with 2-bromo-5-methylpyridine (73 mg, 0.43 mmol) to afford the desired 2-[3-methoxy-4-(3-methylpyridin-2-yl)phenyl]-1,3-benzoxazole as a colorless solid: 1H NMR (CDCl3, 300 MHz) δ 8.60–8.58 (d, 1H), 7.96–7.90 (m, 3H), 7.80–7.79 (m, 1H), 7.70 (s, 1H), 7.62–7.60 (m, 1H), 7.39–7.36 (m, 2H), 7.10–7.08 (m, 1H), 4.01(s, 3H), 2.43 (s, 3H). MS (ESI) 317 (M+H)+.

Provenance & Evidence