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【结 构 式】 
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【分子编号】40722 【品名】N'-[(E)-(dimethylamino)methylidene]-N,N-dimethylhydrazonoformamide 【CA登记号】 |
【 分 子 式 】C6H14N4 【 分 子 量 】142.20412 【元素组成】C 50.68% H 9.92% N 39.4% |
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：Hydrogenation of p-nitroacetanilide (I) over Pd/C afforded p-aminoacetanilide (II), which was converted to triazolylacetanilide (III) upon treatment with N,N-dimethylformamide azine and p-toluenesulfonic acid. Acid hydrolysis of the acetamide (III) provided triazolylaniline (IV). Subsequent diazotization of (IV), followed by SnCl2 reduction of the diazonium salt furnished hydrazine (V). Fischer indole synthesis employing (V) and dihydropyran (VI) gave rise to the indolylpropanol (VII), which was converted to the intermediate mesylate (VIII) using CH3SO2Cl and Et3N.
| 【1】 Stanton, J.A.; Showell, G.A.; Neduvelil, J.G.; Bourrain, S.; Beer, M.S.; MacLeod, A.M.; 4-Hydroxy-1-[3-(5-(1,2,4-triazol-4-yl)-1H-indol-3-yl)propyl]piperidines: Selective h5-HT1D agonists for the treatment of migraine. Bioorg Med Chem Lett 1999, 9, 23, 3369. |
| 【2】 Baker, R.; Bourrain, S.; Castro Pineiro, J.L.; Chambers, M.S.; Guiblin, A.R.; Hobbs, S.C.; Jelley, R.A.; Madin, A.; Matassa, V.G.; Reeve, A.J.; Russell, M.G.N.; Showell, G.A.; Sternfeld, F.; Street, L.J.; Van Niel, M.B. (Merck Sharp & Dohme Ltd.); Azetidine, pyrrolidine and piperidine derivs.. EP 0804434; JP 1998503768; US 5854268; WO 9604274 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 40722 | N'-[(E)-(dimethylamino)methylidene]-N,N-dimethylhydrazonoformamide | C6H14N4 | 详情 | 详情 | ||
| (I) | 36535 | N-(4-nitrophenyl)acetamide | 104-04-1 | C8H8N2O3 | 详情 | 详情 |
| (II) | 29016 | N-(4-aminophenyl)acetamide | 122-80-5 | C8H10N2O | 详情 | 详情 |
| (III) | 36536 | N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide | 154594-15-7 | C10H10N4O | 详情 | 详情 |
| (IV) | 36537 | 4-(4H-1,2,4-triazol-4-yl)phenylamine; 4-(4H-1,2,4-triazol-4-yl)aniline | C8H8N4 | 详情 | 详情 | |
| (V) | 25647 | 4-(4-hydrazinophenyl)-4H-1,2,4-triazole | C8H9N5 | 详情 | 详情 | |
| (VI) | 13684 | 3,4-Dihydro-2H-pyran;2,3-Dihydro-4H-pyran; 5,6-Dihydro-4H-pyran;Dihydropyran | 110-87-2 | C5H8O | 详情 | 详情 |
| (VII) | 36538 | 3-[5-(4H-1,2,4-triazol-4-yl)-1H-indol-3-yl]-1-propanol | C13H14N4O | 详情 | 详情 | |
| (VIII) | 36539 | 3-[5-(4H-1,2,4-triazol-4-yl)-1H-indol-3-yl]propyl methanesulfonate | C14H16N4O3S | 详情 | 详情 |
Extended Information