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【结 构 式】 
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【药物名称】 【化学名称】7-Methyl-5-methoxy-7H-pyrido[4,3-c]carbazole 【CA登记号】 【 分 子 式 】C17H14N2O 【 分 子 量 】262.31393 |
【开发单位】Biotech Research Laboratories (Originator) 【药理作用】AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY |
合成路线1
The reaction of 2-methoxy-9-methylcarbazole-3-carbaldehyde (I) with malonic acid gives the propenoic acid (III), which by treatment with sodium azide and ethyl chloroformate is converted into the azide (IV). The cyclization of (IV) in refluxing ortho-dichlorobenzene affords 5-methoxy-7-methyl-2,7-dihydro-1H-pyrido [4,3-c]carbazol-1-one (V), which by treatment with POCl3 is converted into the 1-chloro derivative (VI). Finally, this compound is dechlorinated by hydrogenation with H2 over Pd/C.
| 【1】 Hirata, K.; et al.; Substituted 7H-pyrido[4,3-c]carbazoles with potent anti-HIV activity. Bioorg Med Chem Lett 1999, 9, 2, 119. |
| 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) | 24790 | 2-methoxy-9-methyl-9H-carbazole-3-carbaldehyde | C15H13NO2 | 详情 | 详情 | |
| (II) | 12963 | Malonic acid | 141-82-2 | C3H4O4 | 详情 | 详情 |
| (III) | 24792 | (E)-3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-2-propenoic acid | C17H15NO3 | 详情 | 详情 | |
| (IV) | 24793 | (E)-3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-2-propenoyl azide | C17H14N4O2 | 详情 | 详情 | |
| (V) | 24794 | 5-methoxy-7-methyl-2,7-dihydro-1H-pyrido[4,3-c]carbazol-1-one | C17H14N2O2 | 详情 | 详情 | |
| (VI) | 24795 | 1-chloro-5-methoxy-7-methyl-7H-pyrido[4,3-c]carbazole | C17H13ClN2O | 详情 | 详情 |
Extended Information