CAS: 86900-39-2; 3-(1-Ethylpyrrolidin-2-yl)Pyridine

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物理性质

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上下游产品

CAS号75-04-7 乙胺 | CAS号76014-80-7 4-oxo-4-(3-pyri... | CAS号5746-86-1 (±)-降烟碱 | CAS号59-67-6 烟酸 | CAS号95091-91-1 N-甲氧基-N-甲基烟酰胺 | CAS号421557-52-0 3-(4,4-dimethox...

合成工艺路线路线简述

  • 合成目标产物 (R,S)-N-Ethylnornicotine 主要起始原料 Ethylamine And 4-Oxo-4-(3-Pyridinebutanal)
  • 5746-86-1 = 86900-39-2
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 3 H,Rt; Rt -> 60 °C; 2 H,60 °C1.2 Reagents: Water
    标题:Development Of An R-Selective Amine Oxidase With Broad Substrate Specificity And High Enantioselectivity
    作者:Heath,Rachel S.; Et Al
    参考文献:Chemcatchem 日期:2014 卷标:6(4) 页码:996-1002]

    5746-86-1 = 86900-39-2 [标题:Reaction Conditions
    标题:N'-Ethylnornicotine From Burley Tobacco
    作者:Braumann,Thomas; Et Al
    参考文献:Phytochemistry 日期:1990 卷标:29(11) 页码:3693-4]

    1117-97-1 + 59-67-6 = 86900-39-2
    反应条件:1.1 Reagents: Triethylamine,Dicyclohexylcarbodiimide Solvents: Dichloromethane2.1 Reagents: Magnesium Solvents: Tetrahydrofuran2.2 Reagents: Amberlite Irc 50 Solvents: Tetrahydrofuran3.1 Reagents: Water,Amberlyst 15 Solvents: Acetone,Water4.1 Reagents: Acetic Acid,Amberlyst 15,Sodium Triacetoxyborohydride Solvents: Dichloromethane
    标题:Synthesis Of Nornicotine,Nicotine And Other Functionalized Derivatives Using Solid-Supported Reagents And Scavengers
    作者:Baxendale,Ian R.; Et Al
    参考文献:Journal Of The Chemical Society 日期:2002 卷标:(2) 页码:143-154]

    76014-80-7 = 86900-39-2
    反应条件:1.1 Reagents: Acetic Acid,Amberlyst 15,Sodium Triacetoxyborohydride Solvents: Dichloromethane
    标题:Synthesis Of Nornicotine,Nicotine And Other Functionalized Derivatives Using Solid-Supported Reagents And Scavengers
    作者:Baxendale,Ian R.; Et Al
    参考文献:Journal Of The Chemical Society 日期:2002 卷标:(2) 页码:143-154]

    421557-52-0 = 86900-39-2
    反应条件:1.1 Reagents: Water,Amberlyst 15 Solvents: Acetone,Water2.1 Reagents: Acetic Acid,Amberlyst 15,Sodium Triacetoxyborohydride Solvents: Dichloromethane
    标题:Synthesis Of Nornicotine,Nicotine And Other Functionalized Derivatives Using Solid-Supported Reagents And Scavengers
    作者:Baxendale,Ian R.; Et Al
    参考文献:Journal Of The Chemical Society 日期:2002 卷标:(2) 页码:143-154]

    95091-91-1 + 36255-44-4 = 86900-39-2
    反应条件:1.1 Reagents: Magnesium Solvents: Tetrahydrofuran1.2 Reagents: Amberlite Irc 50 Solvents: Tetrahydrofuran2.1 Reagents: Water,Amberlyst 15 Solvents: Acetone,Water3.1 Reagents: Acetic Acid,Amberlyst 15,Sodium Triacetoxyborohydride Solvents: Dichloromethane
    标题:Synthesis Of Nornicotine,Nicotine And Other Functionalized Derivatives Using Solid-Supported Reagents And Scavengers
    作者:Baxendale,Ian R.; Et Al
    参考文献:Journal Of The Chemical Society 日期:2002 卷标:(2) 页码:143-154
📜3-(吡咯烷-2-基)吡啶置于lithium Aluminium Tetrahydride体系中,用 乙醚 作为反应溶剂,化学反应生成 (R,S)-N-乙基降烟碱/(R,S)-3-(N-乙基吡咯烷-2-基)吡啶
参考文献:来自白肋烟的 N'-乙基降烟碱
标题:来自白肋烟的 N'-乙基降烟碱
摘要:摘要 从白肋烟(Nicotiana Tabacum) 的叶子中分离得到了一种新的生物碱n'-乙基降烟碱,并通过化学合成确定了其结构.
DOI:10.1016/0031-9422(90)85311-3

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专利信息


专利号:US-9440948-B2
优先权日:2010-09-03
标题:Nicotine compounds and analogs thereof, synthetic methods of making compounds, and methods of use
发明人：KEM WILLIAM READE; SOTI FERENC; ROUCHAUD ANNE; XING HONG; LINDSTROM JON; ANDRUD KRISTIN MARIE
权利人:KEM WILLIAM READE; SOTI FERENC; ROUCHAUD ANNE; XING HONG; LINDSTROM JON; ANDRUD KRISTIN MARIE; UNIV FLORIDA; UNIV PENNSYLVANIA
摘要:Embodiments of the present disclosure provide for compounds such as those shown in FIG. 1.1 (compounds A, B, C, and D), 2′substituted nicotine compounds, azetidine compounds, ether linked nicotine compounds (FIG. 1.2 , compounds E, F, G, and H), methods of synthesis of the compounds, methods of treatment of a condition using compounds A, B, C, D, 2′substituted nicotine compounds, azetidine compounds, or ether linked nicotine compounds, methods of selectively stimulating alpha7 nAChR and/or alpha4beta2 receptors, and the like.

专利号:US-9809567-B2
优先权日:2014-12-09
标 题:Synthesis and resolution of nicotine
发明人：WILLIS BERT; AHMED MOHAMMED MOINUDDIN; FREUND Wesley; SAWYER DOUGLAS
权利人:NJOY INC; NJOY LLC
摘要:The present disclosure generally relates to methods of preparing nicotine and resolving R,S nicotine to enrich the (S)(−) enantiomer. The method may comprise combining N-methyl-2-pyrrolidone or a salt thereof with a nicotinate compound in the presence of a solvent and a strong base to form 1-methyl-3-nicotinoyl-2-pyrrolidone or a salt thereof; and reducing the 1-methyl-3-nicotinoyl-2-pyrrolidone or salt thereof in solution with Na 2 S 2 O 4 to produce racemic nicotine or salt thereof. Resolving the racemic nicotine (or other enantiomeric mixture) may comprise combining the nicotine with (−)-O,O′-di-p-toluoyl-L-tartaric acid (L-PTTA).

专利号:WO-2024000877-A1
优先权日:2022-07-01
标题 :Preparation method for nicotine
发明人：WANG CHENG; LI JIANG; HE ZE
权利人:HUBEI HENO BIOLOGICAL ENG CO LTO
摘要:The present invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method for nicotine. The preparation method for nicotine comprises the following steps: photocatalytically synthesizing an intermediate N-tert-butyloxycarbonyl-nornicotine with 3-bromopyridine and N-tert-butyloxycarbonyl-proline as raw materials; then carrying out a reaction on the N-tert-butyloxycarbonyl-nornicotine and trifluoroacetic acid to remove the tert-butyloxycarbonyl group, so as to synthesize nornicotine; and finally, subjecting the nornicotine to a methylation reaction to synthesize nicotine. The preparation method for nicotine in the present invention has a short synthesis route, simple operations, high yield and low cost, and is suitable for industrial mass production.

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合成参考文献


参考文献:10.1016/s0960-894x(02)01031-4
摘要:Ferretti G, Dukat M, Giannella M, Piergentili A, Pigini M, Quaglia W, Damaj MI, Martin BR, Glennon RA. Binding of nicotine and homoazanicotine analogues at neuronal nicotinic acetylcholinergic (nACh) receptors. Bioorganic & Medicinal Chemistry Letters. 2003 Feb;13(4):733–5. doi: 10.1016/s0960-894x(02)01031-4.
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