Direct Reductive N-alkylation of Amines with Carboxylic Esters
文献类型：期刊论文
| 作者 | Zhang, Yuxuan2,4; Bonku, Emmanuel Mintah4,5; Yang, Xingbang2,4; Zhu, Fuqiang1; Jiang, Xiangrui4,5 ; Abduahadi, Safomuddin4,5; Yang, Peng2; Aisa, Haji Akber3,5; Shen, Jingshan4,5; Qin, Hongjian3,5
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| 刊名 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2024-12-06 |
| 页码 | 7 |
| 关键词 | Direct reductive |
| ISSN号 | 1434-193X |
| DOI | 10.1002/ejoc.202401285 |
| 英文摘要 | We report herein a facile direct method for the reductive N-alkylation of amines with carboxylic esters, using tert-butylmagnesium chloride (t-BuMgCl) as a mediator and Red-Al as the reducing agent. The direct amidation of esters with amines and t-BuMgCl generates the intermediate amides. Subsequently, without the need for isolation or purification, these intermediates reacted with Red-Al in the same reaction flask to generate amines up to 90 % yield. This process is characterized by the rapid reaction time, quantitative conversion, and broad ester scope with various functional groups. Notably, this method enables the successful transformation of amine with carboxylic esters to produce cariprazine, a pivotal antipsychotic drug substance. |
| WOS关键词 | CATALYZED AMIDATION ; ACID ESTERS |
| 资助项目 | West Light Foundation of The Chinese Academy of Sciences ; Special Foundation of Chinese Academy of Sciences for strategic pilot technology[XDA12050411] ; [2018-XBYJRC-001] |
| WOS研究方向 | Chemistry |
| WOS记录号 | WOS:001370946500001 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/314986]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Shen, Jingshan; Qin, Hongjian |
| 作者单位 | 1.Topharman Shanghai Co Ltd, 388 Jialilue Rd, Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China 2.Shenyang Pharmaceut Univ, Wuya Coll Innovat, Shenyang 110016, Peoples R China 3.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Plant Resources & Chem Arid Reg, South Beijing Rd 40-1, Urumqi 830011, Xinjiang, Peoples R China 4.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 501 Haike Rd, Shanghai 201203, Peoples R China 5.Univ Chinese Acad Sci, 19 A Yuquan Rd, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhang, Yuxuan,Bonku, Emmanuel Mintah,Yang, Xingbang,et al. Direct Reductive N-alkylation of Amines with Carboxylic Esters[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2024:7. |
| APA | Zhang, Yuxuan.,Bonku, Emmanuel Mintah.,Yang, Xingbang.,Zhu, Fuqiang.,Jiang, Xiangrui.,...&Qin, Hongjian.(2024).Direct Reductive N-alkylation of Amines with Carboxylic Esters.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,7. |
| MLA | Zhang, Yuxuan,et al."Direct Reductive N-alkylation of Amines with Carboxylic Esters".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2024):7. |
入库方式： OAI收割
来源：上海药物研究所
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