黄斌, 程德军, 郝世雄. N-(1-(5-溴-2-((对氯苄基)氧基)苄基)-4-哌啶基)-N-乙基苯甲酰胺的合成及表征
[J]. 信阳师范学院学报(自然科学版), 2015, 28(3): 400-402. DOI: 10.3969/j.issn.1003-0972.2015.03.022
引用本文: 黄斌, 程德军, 郝世雄. N-(1-(5-溴-2-((对氯苄基)氧基)苄基)-4-哌啶基)-N-乙基苯甲酰胺的合成及表征
[J]. 信阳师范学院学报(自然科学版), 2015, 28(3): 400-402. DOI: 10.3969/j.issn.1003-0972.2015.03.022
Huang Bin , Cheng Dejun , Hao Shixiong .

Synthesis and Characterization of N-(1-(5-bromo-2-((4-chlorobenzyl)oxy)benzyl)-4-piperidinyl)-N-ethylbenzamide

[J]. Journal of Xinyang Normal University (Natural Science Edition), 2015, 28(3): 400-402. DOI: 10.3969/j.issn.1003-0972.2015.03.022
Citation: Huang Bin , Cheng Dejun , Hao Shixiong .

Synthesis and Characterization of N-(1-(5-bromo-2-((4-chlorobenzyl)oxy)benzyl)-4-piperidinyl)-N-ethylbenzamide

[J]. Journal of Xinyang Normal University (Natural Science Edition), 2015, 28(3): 400-402. DOI: 10.3969/j.issn.1003-0972.2015.03.022

N-(1-(5-溴-2-((对氯苄基)氧基)苄基)-4-哌啶基)-N-乙基苯甲酰胺的合成及表征

Synthesis and Characterization of N-(1-(5-bromo-2-((4-chlorobenzyl)oxy)benzyl)-4-piperidinyl)-N-ethylbenzamide

  • 摘要: 以对氯苄氯、5-溴水杨醛为原料,通过消去、还原及溴化合成了4-溴-2-溴甲基-1-((4-氯苄基)氧)苯(Ⅲ),以1-苄基-4-哌啶酮合成了N-乙基-N-(4-哌啶基)苯甲酰胺(Ⅳ),通过Ⅲ、Ⅳ反应得到了一种新的非肽类CCR5拮抗N-(1-(5-溴-2-((对氯苄基)氧基)苄基)-4-哌啶基)-N-乙基苯甲酰胺,并对该产物进行了MS、13CNMR及1HNMR表征

     

    Abstract: 4-bromo-2-(bromomethyl)-1-((4-chlorobenzyl)oxy)benzene(III) was synthesized from 1-chloro-4- (chloromethyl)benzene and 5-bromo-2-hydroxybenzaldehyde by elimination reaction,reduction reaction and bromization. N-ethyl-N-(4-piperidinyl)benzamide(IV) was prepared from 1-benzylpiperidine-4-one. Further reaction of III with IV gave a novel non-peptide CCR5 antagonist N-(1-(5-bromo-2-((4-chlorobenzyl)oxy)benzyl)-4-piperidyl)-N-ethylbenzoylamide. The structure of these products was characterized by  MS, 13CNMR and 1HNMR

     

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