期刊文献+

四氢喹喔啉-6-羧酸甲酯的合成方法

Synthesis of Methyl 1,2,3,4-Tetrahydroquinoxaline-6-carboxylate
下载PDF
导出
摘要 以3,4-二氨基苯甲酸为原料,经硫酸酯化、成环、硼氢化钠还原,三步反应制得目标分子,并通过质谱、核磁等方法进行了表征。所设计的合成路线简短,该制备路线和方法所用试剂廉价、反应条件温和、中间步骤及产物易于纯化处理,提供了一种制备1,2,3,4-四氢喹喔啉-6-羧酸甲酯的方法。 Methyl 1,2,3,4-tetrahydroquinoxaline-6-carboxylate is an important drug intermediate. The target compound was synthesized by three steps with 3,4-diaminobenzoic acid as raw material: esterification by sulfuric acid, cyclization and reduction by sodium borohydride. The structure of compound was determined by mass spectrometry and nuclear magnetic resonance, which was consistent with the target molecular structure. We provided a method for preparing 1,2,3,4-tetrahydroquinoxaline-6-carboxylic acid methyl ester with following advantages: this route was short designed, the reagents were cheap, the reaction conditions were mild and the intermediate products were purified easily.
作者 张永霞 郑银平 靳三霖 毛文政 靳清贤 张洪培 Zhang Yongxia;Zheng Yinping;Jin Sanlin;Mao Wenzheng;Jin Qingxian;Zhang Hongpei(Public Basic Teaching Department Henan Vocational and Technical College of Communications,Zhengzhou,Henan 450005,China;School of Material and Chemical Engineering,Zhengzhou University of Light Industry,Zhengzhou,Henan 450001,China;Zhengzhou Weiyi Chemical Products Company Limited,Zhengzhou,Henan 450001,China)
出处 《化学世界》 CAS 2021年第7期410-413,共4页 Chemical World
基金 国家自然科学基金(No.21401169)资助项目。
关键词 喹喔啉 杂环 还原 quinoxaline heterocycle reduction
  • 相关文献

参考文献5

二级参考文献35

  • 1HazeldineST,PolinL,KushnerJ,etal.Design,synthesis and biological evaluation of analogues of antitumor reagent,2 { 4-[ (7-chloro-2-quinoxaliny-1) -oxy ] phenoxy } propanoic acid (XK469)[ J ].J Med Chem,2001,44 (11):1758~1776.
  • 2HazeldineST,PolinL,KushnerJ,etal.Design,Synthesis and biological evaluation of some bioisosteres and congeners of the antitumor agent,2{4-[(7-chloro-2-quinoxaliny 1)-oxy ] phenoxy } propanoic acid(XK469)[J].J Med Chem,2002,45:3130~3137.
  • 3Edith J,Mensah O,Ayad M,et al.2-[4-(7-Chloro-2-quinoxalinyloxy)phenoxy]propionic Acid(XK469),an Inhibitor of Topoisomerase(Topo)Ⅱ,Up-Regulates Topo IIαand Enhances Topo IIαmediated Cytotoxicity[J].Mol Cancer Ther,2002,(1):1321-1326.
  • 4Garrigues A,Loiseau N,Delaforge M,et al.Characterization of two pharmacophores on the multidrug transporter P-glycoprotein[J].Mol Pharmacol,2002,62(6):1288-1298.
  • 5Lindsley C W,Zhao Z,Leister W H,et al.Allosteric Akt(PKB)inhibitors:discovery and SAR of isozyme selective inhibitors[J].Bioorg Med Chem Lett,2005,15(3):761-764.
  • 6Monge A,Palop J A,López de Ceráin A,et al.Hypoxia selective agents derived fromquinoxaline 1,4-di-N-oxides[J].J Med Chem,1995,38(10):1786-1792.
  • 7Ortega M A,Morancho M J,Martínez-Crespo F J,et al.New quinoxalinecarbonitrile 1,4-di-N-oxide derivatives as hypoxiccytotoxic agents[J].Eur J Med Chem,2000,35(1):21-30.
  • 8Seitz L E,Suling W J,Reynolds R C.Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivativ[J].J Med Chem,2002,45(25):5604-5606.
  • 9Waeing M J,Hadda T B,et al.2.3 Bifunctionalized Quinoxalines:Synthesis,DNA Interactions and Evaluation of Anticancer,Antituberculosis and Antifungal Activity[J].Mol,2002(7):641-656.
  • 10Kleim J P,Bender R,Billhardt U M,et al.Activity of a novel quinoxaline derivative against human immunodeficiency virus type1 reverse transcriptase and viral replication[J].Antimicrob Agent Chemother,1993,37(8):1659-1664.

共引文献22

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部