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【结 构 式】 
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【分子编号】13018 【品名】2-[[(3-Methyl-2-pyridinyl)amino]methylene]malononitrile 【CA登记号】 |
【 分 子 式 】C10H8N4 【 分 子 量 】184.20048 【元素组成】C 65.21% H 4.38% N 30.42% |
合成路线1
该中间体在本合成路线中的序号：(III)Two related routes for the synthesis of pemirolast potassium have been reported: 1) The condensation of 2-amino-3-methylpyridine (I) with ethoxymethylenemalonodinitrile (II) gives the monocyclic intermediate (III), which is in tautomeric equilibrium with the pyridopyrimidine derivative (IV). The reaction of (IV) with aluminum azide (AlCl3.NaN3) in refluxing THF yields 4-imino-9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidine (V). Finally, this compound is first hydrolyzed with 1N HCl and then treated with KOH. 2) Compound (IV) can be converted to the final product by a one-pot reaction: (VI) is treated first with NaN3 in refluxing acetic acid, then hydrolyzed with HCl and finally treated with KOH.
| 【1】 Sumino, M.; Ishihara, M.; Sano, A.; Yoshihara, J.; Nawa, H.; A facile and practical synthesis of 9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one. Chem Pharm Bull 1995, 43, 4, 683. |
| 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) | 13016 | 3-Methyl-2-pyridinylamine; 3-Methyl-2-pyridinamine; 2-Amino-3-picoline; 2-Amino-3-methylpyridine | 1603-40-3 | C6H8N2 | 详情 | 详情 |
| (II) | 13017 | Ethoxymethylenemalononitrile; 2-(Ethoxymethylene)malononitrile | 123-06-8 | C6H6N2O | 详情 | 详情 |
| (III) | 13018 | 2-[[(3-Methyl-2-pyridinyl)amino]methylene]malononitrile | C10H8N4 | 详情 | 详情 | |
| (IV) | 13019 | 4-Imino-9-methyl-4H-pyrido[1,2-a]pyrimidine-3-carbonitrile | C10H8N4 | 详情 | 详情 | |
| (V) | 13020 | 9-Methyl-3-(1H-1,2,3,4-tetraazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-imine | C10H9N7 | 详情 | 详情 |