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【结 构 式】 
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【药物名称】 【化学名称】N-[4-(3-Hydroxypropyl)-1,2,3,6-tetrahydropyridin-1-yl]pyridine-2-carboxamide 【CA登记号】163080-90-8 【 分 子 式 】C14H19N3O2 【 分 子 量 】261.32643 |
【开发单位】University of Florida (Originator) 【药理作用】Antidiabetic Drugs, ENDOCRINE DRUGS, Non-Steroidal Antiinflammatory Drugs |
合成路线1
The condensation of 4-(3-hydroxypropyl)pyridine (I) with 2,4-dinitrochlorobenzene (II) in refluxing acetone gives the pyridinum chloride (III), which is treated with 2-pyridylcarbonyl hydrazide (IV) and triethylamine in methanol yielding the dinitroaniline derivative (V). The cyclization of (V) in refluxing dioxane/water affords the pyridinium ylide (VI), which is finally reduced with NaBH4 in ethanol.
| 【1】 Rao, K.N.; et al.; Synthesis of some N-[pyridyl(phenyl)carbonylamino]hydroxyalkyl(benzyl)-1,2,3,6-tetrahydropyridines as potential anti-inflammatory agents. J Heterocycl Chem 1995, 32, 1, 307. |
| 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) | 26752 | 3-(4-pyridinyl)-1-propanol | 2629-72-3 | C8H11NO | 详情 | 详情 |
| (II) | 10378 | 1-Chloro-2,4-dinitrobenzene | 97-00-7 | C6H3ClN2O4 | 详情 | 详情 |
| (III) | 26753 | 1-(2,4-dinitrophenyl)-4-(3-hydroxypropyl)pyridinium chloride | C14H14ClN3O5 | 详情 | 详情 | |
| (IV) | 26754 | 2-pyridinecarbohydrazide | 1452-63-7 | C6H7N3O | 详情 | 详情 |
| (V) | 26755 | N'-[(1E,3Z)-5-[(2,4-dinitrophenyl)imino]-3-(3-hydroxypropyl)-1,3-pentadienyl]-2-pyridinecarbohydrazide | C20H20N6O6 | 详情 | 详情 | |
| (VI) | 26756 | N-[4-(3-Hydroxypropyl)-1-pyridinio]pyridine-2-carboxamidate | C14H15N3O2 | 详情 | 详情 |
Extended Information