5-Bromo-2-fluoropyridine → 2-[4-(6-Fluoropyridin-3-yl)-3-methoxyphenyl]-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 (200 mg, 0.57 mmol) was reacted with 5-bromo-2-fluoropyridine (59 μL, 0.57 mmol) to afford the desired 2-[4-(6-fluoropyridin-3-yl)-3-methoxyphenyl]-1,3-benzoxazole as a colorless solid: 1H NMR (CDCl3, 300 MHz) δ 8.42 (s, 1H), 8.07–8.00 (m, 1H), 7.97–7.94 (m, 1H), 7.89 (s, 1H), 7.82–7.79 (m, 1H), 7.64–7.59(m, 1H), 7.48–7.45 (d, 1H), 7.41–7.38 (m, 1H), 7.03–6.99 (m, 1H), 3.98 (s, 3H). MS (ESI) 321 (M+H)+.

Provenance & Evidence