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【结 构 式】 
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【分子编号】24792 【品名】(E)-3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-2-propenoic acid 【CA登记号】 |
【 分 子 式 】C17H15NO3 【 分 子 量 】281.31104 【元素组成】C 72.58% H 5.37% N 4.98% O 17.06% |
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：(III)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