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【结 构 式】 
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【分子编号】36349 【品名】4-[(6-methoxy-2,3-dihydro-1H-inden-1-yl)methyl]-1H-imidazole; 3-(1H-imidazol-4-ylmethyl)-2,3-dihydro-1H-inden-5-yl methyl ether 【CA登记号】 |
【 分 子 式 】C14H16N2O 【 分 子 量 】228.29392 【元素组成】C 73.66% H 7.06% N 12.27% O 7.01% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IV)Reductive coupling of 6-methoxy-1-indanone (I) with 1-benzylimidazole-5-carbaldehyde (II) using TiCl4 and Zn in boiling THF afforded the indanylidenemethyl imidazole (III). Hydrogenation of the double bond of (III) and simultaneous debenzylation in the presence of Pd/C provided the indanylmethyl derivative (IV). The methyl ether group of (IV) was finally cleaved by refluxing in concentrated HBr, and the title compound was isolated after conversion to the hydrochloride salt.
| 【1】 Karjalainen, A.; Huhtala, P.; Savola, J.-M.; Wurster, S.; Eloranta, M.; Savola, M.; Saxlund, R.; Cockcroft, V. (Orion Corporation); Imidazole derivs. having affinity for alpha2 receptors activity. EP 0888309; JP 2000507914; WO 9712874 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 34514 | 6-methoxy-1-indanone | 13623-25-1 | C10H10O2 | 详情 | 详情 |
| (II) | 36347 | 1-benzyl-1H-imidazole-5-carbaldehyde | C11H10N2O | 详情 | 详情 | |
| (III) | 36348 | 1-benzyl-5-[(6-methoxy-2,3-dihydro-1H-inden-1-ylidene)methyl]-1H-imidazole; 1-[(E)-(1-benzyl-1H-imidazol-5-yl)methylidene]-2,3-dihydro-1H-inden-6-yl methyl ether | C21H20N2O | 详情 | 详情 | |
| (IV) | 36349 | 4-[(6-methoxy-2,3-dihydro-1H-inden-1-yl)methyl]-1H-imidazole; 3-(1H-imidazol-4-ylmethyl)-2,3-dihydro-1H-inden-5-yl methyl ether | C14H16N2O | 详情 | 详情 |
Extended Information