CAS: 96206-92-7; 2-Methyl-6-(Phenylethynyl)Pyridine

该化合物是一种衍生物,在2位置有甲基替代物,在6位置有苯乙烯组,该化合物因其僵硬的线性结构以及能够充当捆绑物,特别是在过渡金属综合体中,对有机合成和协调化学感兴趣.扩展的-凝聚系统增强了其在材料科学方面的用途,包括在光电子和催化系统中的应用.其明确界定的分子结构允许进行精确的修改,使其成为开发先进功能材料的宝贵中间体.复合物在标准条件下具有稳定性,便于实验室环境中的处理和储存.

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相似化合物

124300-38-5 80221-14-3 13141-42-9

物理性质

MSDS等安全信息

上下游产品

CAS号5315-25-3 2-溴-6-甲基吡啶 | CAS号2170-06-1 1-苯基-2-(三甲基硅)乙炔 | CAS号536-74-3 苯乙炔 | CAS号637-44-5 苯丙炔酸 | CAS号591-50-4 碘苯 | CAS号656800-40-7 2-甲基-6-((三甲基锡)乙炔)吡啶 | CAS号931-19-1 2-甲基吡啶-N-氧化物 | CAS号1083-25-6 Ethanone,2-(6-m...

合成工艺路线路线简述

  • 18368-63-3 + 1719-19-3 = 96206-92-7
    反应条件:1.1 Reagents: Potassium Carbonate,Tetrabutylammonium Bromide Catalysts: Palladium Chloride,X-Phos Solvents: Water; 24 H,120 °C
    标题:Palladium-Catalyzed Deacetonative Coupling Of Aryl Propargylic Alcohols With Aryl Chlorides In Water
    作者:Chang,Feng; Liu,Yanping
    参考文献:Synthetic Communications 日期:2017 卷标:47(10) 页码:961-967]

    5315-25-3 = 96206-92-7
    反应条件:1.1 Catalysts: Triphenylphosphine,Di-μ-Chlorobis(η3-2-Propenyl)Dipalladium Solvents: 1-Butyl-3-Methylimidazolium Tetrafluoroborate; 10 Min,Rt; 60 °C; Cooled1.2 Reagents: Pyrrolidine; 4 H,100 °C
    标题:Double Arylation Of Diynes And Alkynylation Of Functionalized Heteroaryl Halides By A Practical Heck Reaction In An Ionic Liquid
    作者:Saleh,Samer; Picquet,Michel; Meunier,Philippe; Hierso,Jean-Cyrille
    参考文献:Synlett 日期:2011 卷标:(19) 页码:2844-2848]

    591-50-4 + 656800-40-7 = 96206-92-7
    反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Catalysts: Triphenylphosphine,Cuprous Iodide,Dichlorobis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran,Triethylamine; 50 °C
    标题:Synthesis And Biological Evaluation Of Fenobam Analogs As Mglu5 Receptor Antagonists
    作者:Jaeschke,Georg; Porter,Richard; Buettelmann,Bernd; Ceccarelli,Simona M.; Guba,Wolfgang; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2007 卷标:17(5) 页码:1307-1311]

    5315-25-3 = 96206-92-7 [标题:Reaction Conditions
    标题:Thermal Rearrangements Of Cyclic Amine Ylides. Viii. Intramolecular Cyclization Of 2-Ethynylpyridine N-Ylides Into Indolizines And Cycl[3.2.2]Azines
    作者:Sashida,Haruki; Kato,Masanobu; Tsuchiya,Takashi
    参考文献:Chemical & Pharmaceutical Bulletin 日期:1988 卷标:36(10) 页码:3826-32]

    2102345-08-2 = 96206-92-7
    反应条件:1.1 Catalysts: Dibutyltin Oxide,Azidotrimethylsilane Solvents: Toluene; 4 H,Reflux
    标题:Transformation Of Carbonyl Compounds Into Homologous Alkynes Under Neutral Conditions: Fragmentation Of Tetrazoles Derived From Cyanophosphates
    作者:Yoneyama,Hiroki; Numata,Masahiro; Uemura,Kenji; Usami,Yoshihide; Harusawa,Shinya
    参考文献:Journal Of Organic Chemistry 日期:2017 卷标:82(11) 页码:5538-5556]

    5315-25-3 + 637-44-5 = 96206-92-7
    反应条件:1.1 Reagents: Cesium Carbonate Catalysts: (Sp-4-3)-[3-[[(1,1-Dimethylethyl)(Oxido-Ko)Imino]Methyl]-N-[(2-Pyridinyl-Kn)Meth... Solvents: Dimethylformamide; 1 H,140 °C
    标题:Phosphine-Free Palladium-Catalyzed Decarboxylative Coupling Of Alkynylcarboxylic Acids With Aryl And Heteroaryl Halides
    作者:Reddy,Police Vishnuvardhan; Srinivas,Pottabathula; Annapurna,Manne; Bhargava,Suresh; Wagler,Jorg; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2013 卷标:355(4) 页码:705-710]

    = 96206-92-7 [标题:Reaction Conditions
    标题:Preparation Of Phenylacetylene And Pyridineacetylene Derivatives,In Particular Mpep And Intermediates Of Erlotinib,Rofecoxib And Tazarotene
    参考文献:Italy]

    = 96206-92-7 [标题:Reaction Conditions
    标题:Exploration Of Allosteric Agonism Structure-Activity Relationships Within An Acetylene Series Of Metabotropic Glutamate Receptor 5 (Mglu5) Positive Allosteric Modulators (Pams): Discovery Of 5((3-Fluorophenyl)Ethynyl)N(3-Methyloxetan-3-Yl)Picolinamide (Ml254)
    作者:Turlington,Mark; Noetzel,Meredith J.; Chun,Aspen; Zhou,Ya; Gogliotti,Rocco D.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2013 卷标:56(20) 页码:7976-7996]

    5315-24-2 = 96206-92-7
    反应条件:1.1 Reagents: Potassium Carbonate,Oxygen Catalysts: Cuprous Chloride Solvents: Methanol; 10 H,1 Atm,25 - 28 °C
    标题:Visible-Light Induced Copper(I)-Catalyzed Denitrogenative Oxidative Coupling Of Hydrazinylpyridines With Terminal Alkynes
    作者:Charpe,Vaibhav Pramod; Hande,Aniket A.; Sagadevan,Arunachalam; Hwang,Kuo Chu
    参考文献:Green Chemistry 日期:2018 卷标:20(21) 页码:4859-4864]

    5315-25-3 = 96206-92-7
    反应条件:1.1 Reagents: Diethylamine Catalysts: Cuprous Iodide,Dichlorobis(Triphenylphosphine)Palladium; Rt -> 55 °C; 15 H,55 °C
    标题:Simultaneous Rapid Reaction Workup And Catalyst Recovery
    作者:Lu,Zhichao; Hetman,Zofia; Hammond,Gerald B.; Xu,Bo
    参考文献:Green Chemistry 日期:2016 卷标:18(21) 页码:5769-5772]

    5315-25-3 = 96206-92-7
    反应条件:1.1 Reagents: Triethylamine,Cesium Carbonate Catalysts: Triphenylphosphine Solvents: Dimethylacetamide; 12 H,130 °C
    标题:Transition-Metal-Free Coupling Reactions: Pph3-Promoted Sonogashira-Type Cross-Couplings Of Heteroaryl Halides With Terminal Alkynes
    作者:Tian,Wan-Fa; He,Ke-Han; Li,Na; Fen; Liu; Et Al
    参考文献:Chemistryselect 日期:2020 卷标:5(15) 页码:4496-4499]

    7714-33-2 = 96206-92-7
    反应条件:1.1 Catalysts: Palladium Diacetate,Bis[2-(Diphenylphosphino)Phenyl] Ether Solvents: Tetrahydrofuran; 10 Min,Rt1.2 Rt; 4 H,50 °C1.3 Reagents: Ammonium Chloride Solvents: Water; 50 °C
    标题:A Novel Palladium-Catalyzed Cross-Coupling Of Thiomethylated Alkynes With Functionalized Organozinc Reagents
    作者:Melzig,Laurin; Stemper,Jeremy; Knochel,Paul
    参考文献:Synthesis 日期:2010 卷标:(12) 页码:2085-2091]

    5315-25-3 = 96206-92-7
    反应条件:1.1 Reagents: Diisopropylamine Catalysts: Cuprous Iodide,Dichlorobis(Triphenylphosphine)Palladium; 4 H,Rt -> 80 °C
    标题:Mononuclear And Dinuclear Heteroleptic Cu(I) Complexes Based On Pyridyl-Triazole And Dpephos With Long-Lived Excited-State Lifetimes
    作者:Bizzarri,Claudia; Arndt,Andreas P.; Kohaut,Stephan; Fink,Karin; Nieger,Martin
    参考文献:Journal Of Organometallic Chemistry 日期:2018 卷标:871 页码:140-149]

    5315-25-3 + 2170-06-1 = 96206-92-7
    反应条件:1.1 Reagents: Sodium Acetate,Tetrabutylammonium Chloride Catalysts: Palladium Diacetate,Tri-O-Tolylphosphine Solvents: Dimethylformamide; 2.5 Min,120 °C
    标题:Copper-Free Palladium-Catalyzed Sonogashira-Type Coupling Of Aryl Halides And 1-Aryl-2-(Trimethylsilyl)Acetylenes
    作者:Sorensen,Ulrik S.; Pombo-Villar,Esteban
    参考文献:Tetrahedron 日期:2005 卷标:61(10) 页码:2697-2703]

    5315-25-3 + 2170-06-1 = 96206-92-7
    反应条件:1.1 Reagents: Tetrabutylammonium Chloride Catalysts: Palladium Diacetate Solvents: Dimethylformamide; 15 Min,100 °C
    标题:Palladium-Catalyzed Coupling Of Silyl-Acetylenes To Aryl Halides Using Microwave Irradiation
    作者:Sorensen,Ulrik S.; Wede,Judith; Pombo-Villar,Esteban
    参考文献:International Electronic Conferences On Synthetic Organic Chemistry 日期:2004 卷标:1953 页码:1953-1956]

    5315-25-3 = 96206-92-7 [标题:Reaction Conditions
    标题:Thermal Intramolecular Cyclization Of 2-Ethynylpyridine N-Ylides To Indolizines And Cyclazines
    作者:Tsuchiya,Takashi; Kato,Masanobu; Sashida,Haruki
    参考文献:Chemical & Pharmaceutical Bulletin 日期:1984 卷标:32(11) 页码:4666-9]

    931-19-1 + 33440-88-9 = 96206-92-7 + 66310-15-4
    反应条件:1.1 Reagents: Benzoyl Chloride Solvents: Benzene1.2 -
    标题:Novel Ethynylation Of Pyridines By A Reissert-Henze-Type Reaction
    作者:Nishiwaki,Nagatoshi; Minakata,Satoshi; Komatsu,Mitsuo; Ohshiro,Yoshiki
    参考文献:Chemistry Letters 日期:1989 卷标:(5) 页码:773-6
📜2-(α,β-Dibromo-Phenethyl)-6-Methyl-Pyridine置于氢氧化钾,戊醇体系中,化学反应生成 2-甲基-6-(苯乙炔)吡啶盐酸盐
参考文献:Stanek; Zverina,Chemicke Listy,1952,Vol. 46,P. 686
标题:Stanek; Zverina,Chemicke Listy,1952,Vol. 46,P. 686

海关参考信息

专利信息


专利号:US-2018312463-A1
优先权日:2015-10-22
标题:Synthesis of Cyclohexane Carboxamide Derivatives Useful as Sensates in Consumer Products
发明人：YELM KENNETH EDWARD; WOS JOHN AUGUST; BUNKE GREGORY MARK; FREDERICK HEATH; HAUGHT JOHN CHRISTIAN; HOKE STEVEN HAMILTON; SREEKRISHNA KOTI TATACHAR; LIN YAKANG
权利人:PROCTER & GAMBLE
摘要:Synthesis methods to produce a series of carboxamides built off of an (S)-2-amino acid backbone or an (R)-2-amino acid backbone, depending upon the desired diastereomer of the end product.

专利号:US-2019276389-A1
优先权日:2015-12-18
标题:Synthesis of aryl cyclohexane ester derivatives useful as sensates in consumer products
发明人：WOS JOHN AUGUST; YELM KENNETH EDWARD; BUNKE GREGORY MARK; FREDERICK HEATH ALAN; REILLY MICHAEL; HAUGHT JOHN CHRISTIAN; SREEKRISHNA KOTI TATACHAR; LIN YAKANG
权利人:PROCTER & GAMBLE
摘要:Personal care compositions, such as oral care and skin care compositions containing a flavor/perfume system comprising one or more coolants. The pleasant cool sensation provided by a coolant is enhanced in terms of quicker onset, greater intensity, impact or longer duration, which improves appeal and acceptability of the compositions to consumers.

专利号:US-2024385671-A1
优先权日:2023-05-16
标 题:Clock Period Synthesis For Fine-grain Power Management
发明人：SPROCH JAMES DAVID; CHENG ALBERT; BYE MICHAEL
权利人:GROQ INC
摘要:Methods and other embodiments are described for enabling clock waveform synthesis for, in some embodiments, tensor or graphical processors that enable shorter runtime latency, higher computational job throughput, more efficient power management, and a lower implementation cost than alternative clock waveform methods. This Abstract and the independent Claims are concise signifiers of embodiments of the claimed inventions. The Abstract does not limit the scope of the claimed inventions.

专利号:US-12443216-B2
优先权日:2023-05-16
标 题 :Generation of clock waveforms based on decoded instructions for more efficient power management in high-speed processors
发明人：SPROCH JAMES DAVID
权利人:GROQ INC
摘要:Clock period synthesis for fine-grain power management is provided. Methods are described for enabling clock waveform synthesis for, in some embodiments, tensor or graphical processors that enable shorter runtime latency, higher computational job throughput, more efficient power management, and a lower implementation cost than alternative clock waveform methods. This Abstract and the independent Claims are concise signifiers of embodiments of the claimed inventions. The Abstract does not limit the scope of the claimed inventions.

专利号:US-6156727-A
优先权日:1996-09-05
标 题:Anti-atherosclerotic peptides and a transgenic mouse model of antherosclerosis
发明人：GARBER DAVID W; ANANTHARAMAIAH GATTADAHALLI M
权利人:UAB RESEARCH FOUNDATION
摘要:The present invention provides an anti-atherosclerotic peptide, said peptide being an amphipathic helical peptide compared with human apoA-I, characterized by having at least 4 of the following 8 properties: a tandem repeating class A amphipathic helix linked by a proline which forms an optimal arrangement for lipid association, has bilayer membrane stabilizing properties, stimulates HIV-I Gp41-induced cell fusion, stimulates neutrophil activation, stimulates BSA-induced lysis of fatty acid-containing vesicles, stimulates human placental lactogen synthesis, effluxes phospholipid and cellular cholesterol from cholesterol-loaded cells, and competes with HDL for binding to cells. The present invention is also directed to pharmaceutical compositions, transgenic animals expressing a protein disclosed herein, vectors expressing such proteins.

专利号:US-10836774-B2
优先权日:2016-11-30
标题 :Methods for making bacteriochlorin macrocycles comprising an annulated isocyclic ring and related compounds
发明人：LINDSEY JONATHAN S; ZHANG SHAOFEI
权利人:UNIV NORTH CAROLINA STATE
摘要:Described herein are bacteriochlorins comprising an annulated isocyclic ring such as a compound Formula I: n nor a metal conjugate thereof, wherein: R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , and Z are each as defined herein. Also described are methods and intermediates for the synthesis of bacteriochlorins comprising an annulated isocyclic ring, and methods of using such bacteriochlorins for, among other things, diagnostic and therapeutic purposes such as, e.g., luminescent compounds in flow cytometry, and/or as active agents in photodynamic therapy (PDT).

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主要参考文献


1: Li Y, Li H, Hou S, Meng Y, Wang Y, Yu J, Long S, Feng J, Li D, Li P, Li Y, Lu Y, Xie K, Yu Y, Zhao L. MPEP ameliorates sepsis-associated delirium by modulating hippocampal mGluR5 signaling and pyramidal neuron excitability in mice. Phytomedicine. 2025 Nov;147:157166. doi: 10.1016/j.phymed.2025.157166. Epub 2025 Aug 12. 1(3):355-9. 24(7):6076. doi: 10.3390/ijms24076076.
4: Huang G, Thompson SL, Taylor JR. MPEP Lowers Binge Drinking in Male and Female C57BL/6 Mice: Relationship with mGlu5/Homer2/Erk2 Signaling. Alcohol Clin Exp Res. 2021 Apr;45(4):732-742. doi: 10.1111/acer.14576. Epub 2021 Mar 28.
5: Lea PM 4th, Faden AI. Metabotropic glutamate receptor subtype 5 antagonists MPEP and MTEP. CNS Drug Rev. 2006 Summer;12(2):149-66. doi: 10.1111/j.1527-3458.2006.00149.x.

合成参考文献


参考文献:10.1007/s00415-011-6161-3
摘要:Gallagher A, Hallahan B. Fragile X-associated disorders: a clinical overview. J Neurol. 2012 Mar;259(3):401–13. doi: 10.1007/s00415-011-6161-3.
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