CAS: 91182-50-2; 3-Bromo-2-Phenylpyridine

该化合物是一种有机化合物,其特点是有刺状肾环,这是一个六人组成的芳香热循环,含有一个氮原子;三点有溴原子,二点有苯基组,其独特的化学特性是该化合物一般是黄色的黄色,褐色液体或固体,其纯度和形态不同;已知该化合物在药用化学中的潜在应用,特别是制药中的潜在应用,因为溴替代成分具有回活动性,可参与各种化学反应,例如核生殖器替代.此外,该苯基组可增强该化合物的亲脂性,影响其生物活动以及与生物目标的相互作用. 3-Bromo-2-苯丙胺还有兴趣研究材料和有机合成,因为其可以作为更复杂的分子的建筑块.许多卤化化合物,因此必须谨慎处理,因为潜在的毒性和环境关切.

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物理性质

MSDS等安全信息

上下游产品

CAS号13534-89-9 2,3-二溴吡啶 | CAS号98-80-6 苯硼酸 | CAS号626-55-1 3-溴吡啶

合成工艺路线路线简述

  • 合成目标产物 3-Bromo-2-Phenylpyridine 主要起始原料 2,3-Dibromopyridine And Phenylboronic Acid
  • 98-80-6 + 13534-89-9 = 91182-50-2
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Triphenylphosphine,Palladium Diacetate Solvents: Methanol,Acetonitrile; 24 H,50 °C
    标题:Stereodivergent Photoelectrocyclization Reactions Of Bis-Aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates With Acid
    作者:Zhao,Xuchen; Et Al
    参考文献:Organic Letters 日期:2019 卷标:21(21) 页码:8611-8614]

    = 91182-50-2 [标题:Reaction Conditions
    标题:Palladium-Catalyzed Highly Regioselective 2-Arylation Of 2,X-Dibromopyridines And Its Application In The Efficient Synthesis Of A 17β-Hsd1 Inhibitor [erratum To Document Cited In Ca160:101137]
    作者:Zhou,Qizhong; Et Al
    参考文献:Tetrahedron 日期:2014 卷标:70(8)]

    = 91182-50-2
    反应条件:1.1 Reagents: N-Iodosuccinimide Solvents: Ethyl Acetate; 5 Min,Rt2.1 Reagents: Ammonium Acetate Solvents: Ethanol,Ethyl Acetate; 1 H,60 °C3.1 Reagents: Trifluoromethanesulfonic Anhydride Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C3.2 Reagents: Dibenzylamine,Collidine Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C; 30 Min,-78 °C -> Rt; Rt -> -78 °C3.3 Reagents: N-Bromosuccinimide; 15 Min,-78 °C3.4 Reagents: Trimethoxybenzene; -78 °C -> Rt3.5 Reagents: Ammonium Acetate Solvents: Ethanol; 20 H,60 °C
    标题:3-Selective Halogenation Of Pyridines Via Zincke Imine Intermediates
    作者:Boyle,Benjamin T.; Et Al
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-10]

    98-80-6 + 626-55-1 = 91182-50-2 + 88345-89-5 + 27012-25-5
    反应条件:1.1 Reagents: Trifluoroacetic Acid,Potassium Persulfate Catalysts: Iron Sulfide (Fes) Solvents: Dichloromethane,Water; 40 H,Rt
    标题:Iron-Mediated Direct Arylation With Arylboronic Acids Through An Aryl Radical Transfer Pathway
    作者:Wang,Jian; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2012 卷标:48(96) 页码:11769-11771]

    98-80-6 + 13534-89-9 = 91182-50-2
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Triphenylphosphine,Palladium Diacetate Solvents: Methanol,Acetonitrile; 24 H,50 °C
    标题:Palladium-Catalyzed Highly Regioselective 2-Arylation Of 2,X-Dibromopyridines And Its Application In The Efficient Synthesis Of A 17β-Hsd1 Inhibitor
    作者:Zhou,Qizhong; Et Al
    参考文献:Tetrahedron 日期:2013 卷标:69(51) 页码:10996-11003]

    1008-89-5 = 91182-50-2
    反应条件:1.1 Reagents: Trifluoromethanesulfonic Anhydride Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C1.2 Reagents: Dibenzylamine,Collidine Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C; 30 Min,-78 °C -> Rt; Rt; Rt -> -78 °C1.3 Reagents: N-Bromosuccinimide; 15 H,-78 °C1.4 Reagents: 1,3,5-Trimethoxybenzene,Ammonium Acetate Solvents: Ethanol; -78 °C -> Rt; 20 H,60 °C
    标题:Halogenation Of The 3-Position Of Pyridines Through Zincke Imine Intermediates
    作者:Boyle,Benjamin T.; Et Al
    参考文献:Science (Washington 日期:2022 卷标:378(6621) 页码:773-779]

    1008-89-5 = 91182-50-2
    反应条件:1.1 Reagents: Trifluoromethanesulfonic Anhydride Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C1.2 Reagents: Dibenzylamine,Collidine Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C; 30 Min,-78 °C -> Rt; Rt -> -78 °C1.3 Reagents: N-Bromosuccinimide; 15 Min,-78 °C1.4 Reagents: Trimethoxybenzene; -78 °C -> Rt1.5 Reagents: Ammonium Acetate Solvents: Ethanol; 20 H,60 °C
    标题:3-Selective Halogenation Of Pyridines Via Zincke Imine Intermediates
    作者:Boyle,Benjamin T.; Et Al
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-10]

    30683-23-9 = 91182-50-2
    反应条件:1.1 Reagents: Tert-Butyl Hypochlorite,Potassium Carbonate,Oxygen; 20 H,60 °C
    标题:Transition-Metal-Free Decarboxylative Arylation Of 2-Picolinic Acids With Arenes Under Air Conditions
    作者:Zhang,Xitao; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(22) 页码:7095-7099]

    = 91182-50-2
    反应条件:1.1 Reagents: Ammonium Acetate Solvents: Ethanol,Ethyl Acetate; 1 H,60 °C2.1 Reagents: Trifluoromethanesulfonic Anhydride Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C2.2 Reagents: Dibenzylamine,Collidine Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C; 30 Min,-78 °C -> Rt; Rt -> -78 °C2.3 Reagents: N-Bromosuccinimide; 15 Min,-78 °C2.4 Reagents: Trimethoxybenzene; -78 °C -> Rt2.5 Reagents: Ammonium Acetate Solvents: Ethanol; 20 H,60 °C
    标题:3-Selective Halogenation Of Pyridines Via Zincke Imine Intermediates
    作者:Boyle,Benjamin T.; Et Al
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-10]

    = 91182-50-2
    反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 1 H,Rt2.1 Reagents: Trifluoromethanesulfonic Anhydride Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C2.2 Reagents: Dibenzylamine,Collidine Solvents: Dichloromethane; -78 °C; 30 Min,-78 °C; 30 Min,-78 °C -> Rt; Rt -> -78 °C2.3 Reagents: N-Bromosuccinimide; 15 Min,-78 °C2.4 Reagents: Trimethoxybenzene; -78 °C -> Rt2.5 Reagents: Ammonium Acetate Solvents: Ethanol; 20 H,60 °C
    标题:3-Selective Halogenation Of Pyridines Via Zincke Imine Intermediates
    作者:Boyle,Benjamin T.; Et Al
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-10]

    52200-48-3 + 5123-13-7 = 91182-50-2 + 1008-89-5
    反应条件:1.1 Reagents: Potassium Methoxide Catalysts: Cobalt Chloride (Cocl2),4′-Phenyl-2,2′:6′,2′′-Terpyridine Solvents: Dimethylformamide; 5 Min,Rt1.2 Solvents: Dimethylformamide; 16 H,80 °C1.3 Solvents: Water
    标题:Cobalt-Catalyzed Cross-Coupling Reactions Of Arylboronic Esters And Aryl Halides
    作者:Duong,Hung A.; Et Al
    参考文献:Organometallics 日期:2017 卷标:36(22) 页码:4363-4366]

    98-80-6 + 626-55-1 = 91182-50-2 + 88345-89-5 + 27012-25-5
    反应条件:1.1 Reagents: Trifluoroacetic Acid,Selectfluor Solvents: 1,2-Dichloroethane,Water; 1 Min,Rt1.2 Catalysts: Silver Nitrate Solvents: Water; 24 H,Rt -> 50 °C
    标题:Silver-Catalyzed Minisci Reactions Using Selectfluor As A Mild Oxidant
    作者:Galloway,Jordan D.; Et Al
    参考文献:Organic Letters 日期:2017 卷标:19(21) 页码:5772-5775
📜在 Ammonium Acetate体系中,用 乙醇,二氯甲烷 作为反应溶剂,化学反应生成 3-溴-2-苯基吡啶
参考文献:通过锌亚胺中间体卤化吡啶的3位
标题:通过锌亚胺中间体卤化吡啶的3位
摘要:吡啶卤化反应对于获得药物和农用化学品开发所需的大量衍生物至关重要.然而,尽管经过一个多世纪的合成努力,选择性官能化多种吡啶前体 3 位碳氢键的卤化过程在很大程度上仍然难以捉摸.我们报道了吡啶基开环,卤化和闭环的反应序列,其中无环锌亚胺中间体在温和条件下经历高度区域选择性卤化反应.实验和计算机理研究表明,卤素亲电子试剂的性质可以改变选择性决定步骤.使用这种方法,我们生产了多种 3-卤代吡啶,并演示了复杂药物和农用化学品的后期卤化.
DOI:10.1126/science.Add8980

海关参考信息

专利信息


专利号:US-7884125-B2
优先权日:2008-04-30
标 题:Straightforward entry to 7-azabicyclo[2.2.1]heptane-1-carbonitriles and subsequent synthesis of epibatidine analogues
发明人：STEVENS CHRISTIAN; HEUGEBAERT THOMAS
权利人:UNIV GENT
摘要:The present invention relates to a group of substituted-7-azabicyclo-[2.2.1]heptyl derivatives with biological activity. The present invention also relates to synthetic methods for producing said substituted-7-azabicyclo-[2.2.1]heptyl derivatives. The present invention also relates to certain intermediates for producing such substituted-7-azabicyclo-[2.2.1]heptyl derivatives, as well as a synthetic method for producing such intermediates. The present invention also relates to pharmaceutical compositions comprising such substituted-7-azabicyclo-[2.2.1]heptyl derivatives, as well as their use as medicaments for the treatment of diseases mediated by a Nicotinic Acetylcholine Receptor or a receptor being a member of the Neurotransmitter-gated Ion Channel Superfamily, such as pain, Alzheimer's disease, Parkinson's disease, schizophrenia, epilepsy and nicotine addiction.

专利号:US-2009275616-A1
优先权日:2008-04-30
标 题 :Straightforward entry to 7-azabicyclo[2.2.1]heptane-1-carbonitriles and subsequent synthesis of epibatidine analogues

专利号:WO-2020041369-A1
优先权日:2018-08-20
标 题:Methods for the synthesis of heteroatom containing polycyclic aromatic hydrocarbons

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参考文献:10.1007/s10847-022-01129-2
摘要:Chen Y, Yang J, Zhang S, Xi Z, Luo H. Construction of a room-temperature phosphorescence system by cucurbit[8]uril-based supramolecular assembly. Journal of Inclusion Phenomena and Macrocyclic Chemistry. 2022 Jan 21;102(5-6):429–37. doi: 10.1007/s10847-022-01129-2.
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