Reacción #7881

ord-b1cc1b4ff80e467eb9bb7babfc0aa532

Ecuación de reacción

COc1cc(-c2nc3ccccc3o2)ccc1-c1cccc(Br)n1
2-[4-(6-bromopyridin-2-yl)-3-methoxyphenyl]-1,3-benzoxazole
COc1cc(-c2nc3ccccc3o2)ccc1B1OC(C)(C)C(C)(C)O1
2-[3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3-benzoxazole
Cc1ccc(Br)nc1
2-bromo-5-methylpyridine
COc1cc(-c2nc3ccccc3o2)ccc1-c1ncccc1C
2-[3-methoxy-4-(3-methylpyridin-2-yl)phenyl]-1,3-benzoxazole

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

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)+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07087601B2uspto-grants-2006_08