2-[3-methoxy-4-(1H-1,2,3-triazol-1-ylmethyl)phenyl]-1,3-benzoxazole → methyl 1-[4-(1,3-benzoxazol-2-yl)-2-methoxybenzyl]-1H-imidazole-5-carboxylate

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Utilizing the general procedure outlined for 2-[3-methoxy-4-(1H-1,2,3-triazol-1-ylmethyl)phenyl]-1,3-benzoxazole, reaction of 2-[4-(bromomethyl)-3-methoxyphenyl]-1,3-benzoxazole (300 mg, 1.0 mmol) and methyl 4-imidazole carboxylate (126 mg, 1.0 mmol) afforded methyl 1-[4-(1,3-benzoxazol-2-yl)-2-methoxybenzyl]-1H-imidazole-5-carboxylate and methyl 1-[4-(1,3-benzoxazol-2-yl)-2-methoxybenzyl]-1H-imidazole-4-carboxylate as colorless solids. Methyl 1-[4-(1,3-benzoxazol-2-yl)-2-methoxybenzyl]-1H-imidazole-5-carboxylate: 1H NMR (CDCl3, 300 MHz) δ 7.73–7.80 (m, 4H), 7.57–7.60 (m, 1H), 7.34–7.38 (m, 2H), 7.15 (d, 1H), 5.58 (s, 2H), 4.00 (s, 3H), 3.83 (s, 3H). MS (ESI) 364 (M+H)+. Methyl 1-[4-(1,3-benzoxazol-2-yl)-2-methoxybenzyl]-1H-imidazole-4-carboxylate: 1H NMR (CDCl3, 300 MHz) δ 7.75–7.84 (m, 3H), 7.57–7.64 (m, 3H), 7.34–7.38 (m, 2H), 7.18 (d, 1H), 5.17 (s, 2H), 3.97 (s, 3H), 3.86 (s, 3H). MS (ESI) 364 (M+H)+.

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