CAS: 83004-10-8; 2-Bromo-6-(Bromomethyl)Pyridine

该化合物是一种溴化的丙烯衍生物,通常用作有机合成和制药研究的多用途中间体,其主要结构特征--2位置的溴替代物和6位置的溴甲基组,使其成为建造复杂的七环化合物的宝贵建筑材料.活性溴甲基组有利于进一步功能化,能够进行交叉反应,核循环替代和其他转化.该化合物在药用化学中对于生物活性分子和离心体的发展特别有用.在受控制的条件下,其高纯度和稳定性确保了合成应用的可靠性能.由于反应性和潜在危害,需要适当处理.

结构式图片

相似化合物

5315-25-3 727356-19-6 1187836-89-0

物理性质

MSDS等安全信息

欧盟法规

C&L通报

上下游产品

2-bromo-6-methylpyridine 2-bromo-6-(hydroxymethyl)pyridine 2-Amino-6-methylpyridine 1-(6-bromopyridin-2-yl)-N,N-dimethylmethanamine dibenzyl-[2-(6-bromo-pyridin-2-ylmethoxy)-1,1-bis-(6-bromo-pyridin-2-ylmethoxymethyl)-ethyl]-amine (6-bromo-pyridin-2-ylmethyl)-cyclohexylmethyl-(2-trifluoromethyl-benzyl)-amine tert-butyl cis-1-((6-bromopyridin-2-yl)methyl)-4-((tert-butyl(diphenyl)silyl)oxy)cyclohexanecarboxylate

合成工艺路线路线简述

  • 21190-87-4 = 83004-10-8
    反应条件:1.1 Reagents: Triethylamine,Ethyl Chloroformate Solvents: Tetrahydrofuran; 0 °C1.2 Reagents: Sodium Borohydride Solvents: Water2.1 Reagents: Phosphorus Tribromide Solvents: Dichloromethane; 0 °C -> Rt
    标题:Novel Bisphosphonate Inhibitors Of The Human Farnesyl Pyrophosphate Synthase
    作者:De Schutter,Joris W.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2010 卷标:20(19) 页码:5781-5786]

    34160-40-2 = 83004-10-8
    反应条件:1.1 Reagents: Calcium Chloride,Sodium Borohydride Solvents: Ethanol; 3 H,0 °C2.1 Reagents: Carbon Tetrabromide,Potassium Carbonate,Triphenylphosphine Solvents: Dichloromethane; 0 °C; Overnight,0 °C -> Rt
    标题:Library Synthesis,Screening,And Discovery Of Modified Zinc(Ii)-Bis(Dipicolylamine) Probe For Enhanced Molecular Imaging Of Cell Death
    作者:Plaunt,Adam J.; Et Al
    参考文献:Bioconjugate Chemistry 日期:2014 卷标:25(4) 页码:724-737]

    626-05-1 = 83004-10-8
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; < -70 °C; 15 Min,< -70 °C1.2 Solvents: Dimethylformamide; 30 S,< -70 °C; 15 Min,-78 °C1.3 Reagents: Acetic Acid,Sodium Borohydride; -78 °C -> Rt1.4 Reagents: Ammonium Chloride Solvents: Water; Rt2.1 Reagents: Hydrogen Bromide Solvents: Water; 12 H,Reflux2.2 Reagents: Sodium Hydroxide Solvents: Water; Neutralized
    标题:Iron Complexes Of New Hydrophobic Derivatives Of Tris(2-Pyridylmethyl)Amine: Synthesis,Characterization,And Catalysis Of Alkane Oxygenation By H2O2
    作者:Guisado-Barrios,Gregorio; Et Al
    参考文献:Journal Of Coordination Chemistry 日期:2010 卷标:63(14-16) 页码:2642-2658]

    33674-96-3 = 83004-10-8
    反应条件:1.1 Reagents: Phosphorus Tribromide Solvents: Dichloromethane; 0 °C -> Rt
    标题:Novel Bisphosphonate Inhibitors Of The Human Farnesyl Pyrophosphate Synthase
    作者:De Schutter,Joris W.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2010 卷标:20(19) 页码:5781-5786]

    33674-96-3 = 83004-10-8
    反应条件:1.1 Reagents: Hydrogen Bromide Solvents: Water; 4 H,Rt -> 120 °C; Cooled1.2 Reagents: Sodium Bicarbonate; Ph 5 - 6
    标题:Solid State And Solution Characterization Of Chiral,Conformationally Mobile Tripodal Ligands
    作者:Canary,James W.; Et Al
    参考文献:Inorganic Chemistry 日期:1998 卷标:37(24) 页码:6255-6262]

    5315-25-3 = 83004-10-8
    反应条件:1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Dichloromethane,Water; 5 - 6 H,Rt
    标题:Ruthenium Complexes Bearing N-Heterocyclic Carbene Based Cnc And Cnĉh2C' Pincer Ligands: Photophysics,Electrochemistry,And Solar Energy Conversion
    作者:Jain,Nimisha; Et Al
    参考文献:Journal Of Organometallic Chemistry 日期:2022 卷标:959]

    5315-25-3 = 83004-10-8
    反应条件:1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Benzene; 24 H,90 °C
    标题:Optimization Of 2-Aminothiazole Derivatives As Ccr4 Antagonists
    作者:Wang,Xuemei; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2006 卷标:16(10) 页码:2800-2803]

    1824-81-3 = 83004-10-8 [标题:Reaction Conditions
    标题:A New Ligand Containing A Pyridine,A 2,2'-Bipyridine And A Carboxylate Moiety And Its Lanthanide Polymeric Complexes: Synthesis,Characterization And Photophysical Studies
    作者:Bejan,Claudia C. C.; Et Al
    参考文献:Inorganic Chemistry Communications 日期:2006 卷标:9(5) 页码:464-468]

    1824-81-3 = 83004-10-8
    反应条件:1.1 Reagents: Bromine,Hydrogen Bromide Solvents: Water; -20 °C1.2 Reagents: Sodium Nitrite; 0 °C2.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Dichloromethane,Water; Reflux
    标题:Catalytic Etherification Of N-Protected Tris(Hydroxymethyl)Aminomethane For The Synthesis Of Ligands With C3 Symmetry
    作者:Weibel,Nicolas; Et Al
    参考文献:Tetrahedron Letters 日期:2006 卷标:47(11) 页码:1793-1796]

    5315-25-3 = 83004-10-8 + 82315-66-0
    反应条件:1.1 Reagents: Bromine Solvents: Benzene,Water1.2 Reagents: Sodium Bicarbonate Solvents: Water
    标题:Alternative Approach To The Free Radical Bromination Of Oligopyridine Benzylic-Methyl Group
    作者:Bedel,Sebastien; Et Al
    参考文献:Tetrahedron Letters 日期:2002 卷标:43(9) 页码:1697-1700
📜2-溴-6-甲基吡啶置于n-溴代丁二酰亚胺(Nbs),偶氮二异丁腈体系中,用 二氯甲烷,水 作为反应溶剂,以75%的收率获得产物2-溴-6-溴甲基吡啶
参考文献:带有基于 N-杂环卡宾的 Cnc 和 Cn^ch2C' 钳形配体的钌配合物:光物理学,电化学和太阳能转换
标题:带有基于 N-杂环卡宾的 Cnc 和 Cn^ch2C' 钳形配体的钌配合物:光物理学,电化学和太阳能转换
摘要:基于n-杂环卡宾(Nhc)的cnc或cn 2 Ch 2 C'钳形配体和羧基苯基三联吡啶供体的组合用于制备钌配合物.cn^ Ch 2 C'钳形配体通过cn供体原子的不对称配位得到刚性五元环,通过n^ Ch 2 C供体侧结合形成[ru(Cn^ Ch 2 C')(Tpy 4'-Ph-Cooh)](Pf 6) 2.后一种结合使钌中心具有近乎理想的八面体构型,并具有更有效的配体场,可能会破坏热可及的-D-D状态.环境条件激发态寿命因此变得比小咬角[ru(Cnc)(Tpy 4'-Ph-Cooh)](Pf 6) 2同系物更长.提高寿命对于更好地将电子注入到 Tio 2导带中可能是必不可少的.研究了这些复合物的光物理特性,以评估它们在染料敏化太阳能电池 (Dssc) 中的潜在用途.电化学和计算研究还表明 [ru(Cn^ Ch 2 C')(Tpy 4'-Ph-Cooh)](Pf 6) 2具有
DOI:10.1016/j.Jorganchem.2021.122203

海关参考信息

专利信息


专利号:US-5494918-A
优先权日:1991-03-08
标题 :Multicyclic tertiary amine polyaromatic squalene syntase inhibitors
发明人：NEUENSCHWANDER KENT; AMIN DILIP; SCOTESE ANTHONY C; MORRIS ROBERT L
权利人:RHONE POULENC RORER PHARMA
摘要:This invention relates to polycyclic compounds containing two mono- and/or bicyclic rings and a basic tertiary amino group capable of forming an ammonium ion at biological pH and which reduces levels of serum cholesterol in the body without significantly reducing mevalonic metabolite synthesis. This invention relates also to pharmacological compositions and method of treatment for lowering serum cholesterol levels using the compounds of this invention.

专利号:WO-9215579-A1
优先权日:1991-03-08
标 题 :Multicyclic tertiary amine polyaromatic squalene synthetase inhibitors
发明人：NEUENSCHWANDER KENT; AMIN DILIP; SCOTESE ANTHONY C; MORRIS ROBERT L
权利人:RHONE POULENC RORER INT
摘要:This invention relates to polycyclic compounds containing two mono and/or bicyclic rings and a basic tertiary amino group capable of forming an ammonium ion at biological pH and which reduces levels of serum cholesterol in the body without significantly reducing mevalonic metabolite synthesis. This invention relates also to pharmacological compositions and method of treatment for lowering serum cholesterol levels using the compounds of this invention.

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主要参考文献

参考标题:Selective Aerobic Oxidation Of Alcohols To Aldehydes, Carboxylic Acids, And Imines Catalyzed By A Ag-Nhc Complex
作者:Lei Han,Ping Xing,Biao Jiang |发布日期:2014.7.3
摘要:Silver Nhc Catalysts Have Been Developed For The Selective Oxidation Of Alcohols To Aldehydes Or Carboxylic Acids In The Presence Of Bnme3Noh Or Koh Under Dry Air. The Aerobic Oxidation Conditions Are Mild, And The Yield Is Excellent. Further Tandem Catalysis Enables The One-Pot Synthesis Of Imines In Excellent Yield. Only 0.1 Mol % Of The Catalyst Is Required.

合成参考文献


参考文献:10.1557/proc-598-bb3.19
摘要:Zahn S, Canary JW. Redox Control of Stilbylvinylpyridine Chormophore Pairwise Orientations: Towards Solid State Materials for Molecular Electronics. MRS Advances. 1999;598():bb3.19. doi: 10.1557/proc-598-bb3.19.
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