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

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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-4-methylpyridine (47 μL, 0.43 mmol) to afford the desired 2-[3-methoxy-4-(4-methylpyridin-2-yl)phenyl]-1,3-benzoxazole as a colorless solid: 1H NMR (CDCl3, 300 MHz) δ 8.57 (s, 1H), 7.97–7.96 (m, 2H), 7.89 (s, 1H), 7.82–7.79 (m, 2H), 7.63–7.54 (m, 2H), 7.39–7.36 (m, 2H), 4.01 (s, 3H), 2.39 (s, 3H). MS (ESI) 317 (M+H)+.

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