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

doi:10.6023/cjoc201210038

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (03): 630-633.DOI: 10.6023/cjoc201210038 Previous Articles Next Articles

Notes

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

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 发布日期:2012-12-20
通讯作者: 程绎南 E-mail:chyn212@yahoo.com.cn

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

Plant Protection College, Henan Agricultural University, Zhengzhou 450002

Received:2012-10-19 Revised:2012-12-05 Published:2012-12-20

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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Cheng Yinan, Xie Guiying, Sun Shujun, You Xiufeng. 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[J]. Chin. J. Org. Chem., 2013, 33(03): 630-633.

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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

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

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