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【结 构 式】 
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【分子编号】52891 【品名】N-(3,5-dichloro-4-pyridinyl)-8-methoxy-2-(trifluoromethyl)-5-quinolinecarboxamide 【CA登记号】 |
【 分 子 式 】C17H10Cl2F3N3O2 【 分 子 量 】416.1860296 【元素组成】C 49.06% H 2.42% Cl 17.04% F 13.69% N 10.1% O 7.69% |
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：(V)8-Methoxy-2-trifluoromethylquinoline-5-carboxylic acid (I) was activated as the corresponding nitrophenyl ester (III) upon treatment with p-nitrophenol (II) and EDC. The p-nitrophenyl ester (III) was then coupled with 4-amino-3,5-dichloropyridine (IV) in the presence of NaH to produce amide (V). The pyridine ring of (V) was finally oxidized to the title N-oxide by treatment with peracetic acid.
| 【1】 Billah, M.; et al.; Synthesis and profile of SCH351591, a novel PDE4 inhibitor. Bioorg Med Chem Lett 2002, 12, 12, 1621. |
| 【2】 Montana, J.G.; Dyke, H.J. (Celltech Group plc); N-Oxides of heterocyclic cpds. with TNF and PDE-IV inhibiting activity. EP 1045845; US 6262070; WO 0026208 . |
| 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) | 52889 | 8-methoxy-2-(trifluoromethyl)-5-quinolinecarboxylic acid | C12H8F3NO3 | 详情 | 详情 | |
| (II) | 11236 | 4-Nitrophenol; p-Nitrophenol | 100-02-7 | C6H5NO3 | 详情 | 详情 |
| (III) | 52890 | 4-nitrophenyl 8-methoxy-2-(trifluoromethyl)-5-quinolinecarboxylate | C18H11F3N2O5 | 详情 | 详情 | |
| (IV) | 25135 | 3,5-dichloro-4-pyridinamine; 4-amino-3,5-dichloropyridine | 22889-78-7 | C5H4Cl2N2 | 详情 | 详情 |
| (V) | 52891 | N-(3,5-dichloro-4-pyridinyl)-8-methoxy-2-(trifluoromethyl)-5-quinolinecarboxamide | C17H10Cl2F3N3O2 | 详情 | 详情 |
Extended Information