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【结 构 式】 
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【分子编号】29652 【品名】4-[4-(1H-imidazol-1-yl)phenyl]-3-methyl-4-oxobutyric acid 【CA登记号】 |
【 分 子 式 】C14H14N2O3 【 分 子 量 】258.27684 【元素组成】C 65.11% H 5.46% N 10.85% O 18.58% |
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：(VI)The reaction of 4-(1H-imidazol-1-yl)benzaldehyde (I) with morpholine (A) and KCN in dioxane water by means of p-toluenesulfonic acid gives [4-(1H-imidazol-1-yl)phenyl](4morpholinyl)acetonitrile (II), which is condensed with crotononitrile (III) by means of KOH in methanol yielding 4-[4-(1H-imidazol-1-yl)phenyl]-3-methyl-4-oxobutyronitrile (IV). The hydrolysis of (IV) with hot aqueous HCl affords 4-[4-(1H-imidazol-1-yl)phenyl]-3-methyl-4-oxobutanoic acid (V), which is finally cyclized with hydrazine in refluxing ethanol.
| 【1】 Guengerich, F.P.; Cardiotonic agents. 1. 4,5-Dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)pyridazinones: Novel positive inotropic agents for the treatment of congestive heart failure. J Med Chem 1984, 27, 9, 1099. |
| 【2】 Sircar, I.; Bristol, J.A. (Pfizer Inc.); Substituted 4,5-dihydro-6-(substituted)phenyl-3(2H)-pyridazinones and 6-(substituted)phenyl-3(2H)-pyridazinones. CA 1190548; DD 208615; EP 0075436 . |
| 【3】 Castaner, J.; Serradell, M.N.; CI-930. Drugs Fut 1985, 10, 6, 449. |
| 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) | 29649 | 4-(1H-imidazol-1-yl)benzaldehyde | 10040-98-9 | C10H8N2O | 详情 | 详情 |
| (II) | 10388 | Morpholine | 110-91-8 | C4H9NO | 详情 | 详情 |
| (III) | 29650 | 2-[4-(1H-imidazol-1-yl)phenyl]-2-(4-morpholinyl)acetonitrile | C15H16N4O | 详情 | 详情 | |
| (IV) | 24144 | (E)-2-butenenitrile | 4786-20-3 | C4H5N | 详情 | 详情 |
| (V) | 29651 | 4-[4-(1H-imidazol-1-yl)phenyl]-3-methyl-4-oxobutanenitrile | C14H13N3O | 详情 | 详情 | |
| (VI) | 29652 | 4-[4-(1H-imidazol-1-yl)phenyl]-3-methyl-4-oxobutyric acid | C14H14N2O3 | 详情 | 详情 |
Extended Information