Improved synthetic process of JNJ-40411813
文献类型：期刊论文
| 作者 | Jiao Shenchao1; Xia Wenjing1; Liu Dan1; Zhao Linxiang1; Zhou Yu2 ; Liu Hong2
|
| 刊名 | Chinese Journal of Medicinal Chemistry
 |
| 出版日期 | 2015 |
| 卷号 | 25期号:4页码:291-294 |
| 关键词 | JNJ-40411813 JNJ-40411813 mGluR2 PAM process improvement |
| ISSN号 | 1005-0108 |
| 其他题名 | JNJ-40411813合成工艺研究 |
| 文献子类 | Article |
| 英文摘要 | JNJ-40411813 (also known as ADX71149), a mGluR2 PAM(positive allosteric modulator) and on phase II clinical trials, was developed by Janssen Pharmaceuticals and Addex Therapeutics. In this paper, a new synthetic route has been established based on the related patent. In the patent,there are security risks or residual palladium ions in industrial production because hydrogen,strong alkali sodium tert-butoxide and palladium acetate are used. Using 4-bromopyridin-2-one(4), different from the patent's,as the starting material, JNJ40411813 was synthesized through three steps, including hydrocarbons, coupling reaction and halo-genated. First,4-bromo-l-butylpyridin-2-one was reacted with 1 -bromobutane under certain conditions to give intermediate 3. Intermediate 3 was coupled with 4-phenylpiperidine under the condition of Cul to give intermediate 2,which was chlorinated under the condition of N-chlorosuccinimide to give the target compound JNJ-40411813. Its structure was confirmed by ~1H-NMR, ~(13)C-NMR,MS and HRMS. The improved process has several advantages over the patent's,such as mild conditions and simple operations. It is more suitable for industrial production. |
| 资助项目 | 国家自然科学基金项目[00000000] |
| WOS研究方向 | Pharmacology & Pharmacy (provided by Clarivate Analytics) |
| 语种 | 中文 |
| CSCD记录号 | CSCD:5499740 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/269274]  |
| 专题 | 药物化学研究室 药理学第一研究室 |
| 通讯作者 | Zhou Yu |
| 作者单位 | 1.School of Pharmaceutical Engineering,Shenyang Pharmaceutical University, Shenyang, Liaoning 110016, China.; 2.Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. |
| 推荐引用方式 GB/T 7714 | Jiao Shenchao,Xia Wenjing,Liu Dan,et al. Improved synthetic process of JNJ-40411813[J]. Chinese Journal of Medicinal Chemistry,2015,25(4):291-294. |
| APA | Jiao Shenchao,Xia Wenjing,Liu Dan,Zhao Linxiang,Zhou Yu,&Liu Hong.(2015).Improved synthetic process of JNJ-40411813.Chinese Journal of Medicinal Chemistry,25(4),291-294. |
| MLA | Jiao Shenchao,et al."Improved synthetic process of JNJ-40411813".Chinese Journal of Medicinal Chemistry 25.4(2015):291-294. |
入库方式： OAI收割
来源：上海药物研究所
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