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2013 , Vol. 33 >Issue 03: 630 - 633

DOI: https://doi.org/10.6023/cjoc201210038

研究简报

一种阿片受体样受体配体3-[4-(2,6-二氯苯基)哌啶甲基]-2-(噻吩-2)基吲哚的实用合成

  • 程绎南 ,
  • 谢桂英 ,
  • 孙淑君 ,
  • 游秀峰
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  • 河南农业大学植保学院 郑州 450002

收稿日期: 2012-10-19

  修回日期: 2012-12-05

  网络出版日期: 2012-12-20

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A Practical Synthesis of 3-{[4-(2,6-Dichlorophenyl)piperidin-1-yl]- methyl}-2-(thiophen-2-yl)-1H-indole as a New Ligand for Opioid Receptor Like 1 Receptor

  • Cheng Yinan ,
  • Xie Guiying ,
  • Sun Shujun ,
  • You Xiufeng
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  • Plant Protection College, Henan Agricultural University, Zhengzhou 450002

Received date: 2012-10-19

  Revised date: 2012-12-05

  Online published: 2012-12-20

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摘要

3-[4-(2,6-二氯苯基)哌啶甲基]-2-(噻吩-2)基吲哚作为一种新的阿片受体样受体配体以商业化原料苯肼(2), 2-乙酰基噻吩(3), 2,6-二氯苯硼酸(5)和4-溴吡啶(6)为原料通过四步反应而得. 该合成方法具有所涉及反应媒介便于回收利用、中间体分离纯化简单、废弃物产生少和收率高(总收率65%)等绿色合成特点, 具有潜在规模生产和应用前景.

关键词： 取代吲哚; 合成; 催化氢化; 缩合

本文引用格式

程绎南 , 谢桂英 , 孙淑君 , 游秀峰 . 一种阿片受体样受体配体3-[4-(2,6-二氯苯基)哌啶甲基]-2-(噻吩-2)基吲哚的实用合成[J]. 有机化学, 2013 , 33(03) : 630 -633 . DOI: 10.6023/cjoc201210038

Abstract

3-{[4-(2,6-Dichlorophenyl)piperidin-1-yl]methyl}-2-(thiophen-2-yl)-1H-indole (1) as a ligand for opioid receptor like 1 receptor was prepared via four steps from commercially available phenylhydrazine (2), 1-(thiophen-2-yl)- ethanone (3), 2,6-dichloro- phenyl-boronic acid (5) and 4-bromopyridine (6). This convenient approach was green and had potential application for the scale production because of recoverable reaction medium, simple isolating process of intermedi-ates, little waste and highly total yield of 65%.

Key words： substituted indole; synthesis; catalytic hydrogenation; condensation

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