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【结 构 式】 
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【分子编号】59301 【品名】pyrazolo[1,5-a]pyridine-7-carbonitrile 【CA登记号】 |
【 分 子 式 】C8H5N3 【 分 子 量 】143.14792 【元素组成】C 67.12% H 3.52% N 29.35% |
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)Lithiation of 8-azaindole (I) with n-BuLi, followed by treatment with 1,2-diiodoethane (II) affords 7-iodopyrazolopyridine (III), which is then treated with CuCN, Pd2(dba)3 and diphenylphosphinoferrocene (dppf) in refluxing dioxane to provide pyrazolo[1,5-a]pyridine-7-carbonitrile (IV). Finally, Mannich condensation of (IV) with N-(4-chlorophenyl)piperazine (V) and formaldehyde gives rise to the title piperazinomethyl derivative.
| 【1】 Aboul-Fadl, T.; Lober, S.; Gmeiner, P.; Effective and variable functionalization of pyrazolo[1,5-a]pyridines involving palladium-catalyzed coupling reactions. Synthesis 2000, 12, Suppl. 3, 1727-1732. |
| 【2】 Aboul-Fadl, T.; Gmeiner, P.; Lober, S.; Hubner, H.; Di- and trisubstituted pyrazolo[1,5-a]pyridine derivatives: Synthesis, dopamine receptor binding and ligand efficacy. Bioorg Med Chem Lett 2002, 12, 4, 633. |
| 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) | 59298 | pyrazolo[1,5-a]pyridine | C7H6N2 | 详情 | 详情 | |
| (II) | 59299 | 1,2-Diiodoethane; Ethylene Diiodide; Ethylene iodide | 624-73-7 | C2H4I2 | 详情 | 详情 |
| (III) | 59300 | 7-iodopyrazolo[1,5-a]pyridine | C7H5IN2 | 详情 | 详情 | |
| (IV) | 59301 | pyrazolo[1,5-a]pyridine-7-carbonitrile | C8H5N3 | 详情 | 详情 | |
| (V) | 33593 | 1-(4-chlorophenyl)piperazine | 38869-46-4 | C10H13ClN2 | 详情 | 详情 |
Extended Information