Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:15]2[O:16][C:17]3[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=3[N:19]=2)[CH:6]=[CH:7][C:8]=1[CH2:9]N1C=CN=N1.Br[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[O:33][C:34]3[CH:40]=[CH:39][CH:38]=[CH:37][C:35]=3[N:36]=2)=[CH:28][C:27]=1[O:41][CH3:42].[NH:43]1[CH:47]=[C:46]([C:48]([O:50][CH3:51])=[O:49])[N:45]=[CH:44]1>>[O:33]1[C:34]2[CH:40]=[CH:39][CH:38]=[CH:37][C:35]=2[N:36]=[C:32]1[C:29]1[CH:30]=[CH:31][C:26]([CH2:25][N:45]2[C:46]([C:48]([O:50][CH3:51])=[O:49])=[CH:47][N:43]=[CH:44]2)=[C:27]([O:41][CH3:42])[CH:28]=1.[O:16]1[C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[N:19]=[C:15]1[C:5]1[CH:6]=[CH:7][C:8]([CH2:9][N:43]2[CH:47]=[C:46]([C:48]([O:50][CH3:51])=[O:49])[N:45]=[CH:44]2)=[C:3]([O:2][CH3:1])[CH:4]=1Komponenten
Edukt 3
Produkt 2
Versuchsvorschrift
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)+.
Quellen und Nachweise
- ORD-Eintrag
- ord-4ea58c14c35c4c3c8612cc28c416aaa6
- Quelldatensatz
- uspto-grants-2006_08
- Patentnummer
- US07087601B2
Verknüpfte Notizen
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