2-(4'-bromophenyl)-3-methylimidazo<1,2-a>pyridine | 118001-58-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4'-bromophenyl)-3-methylimidazo<1,2-a>pyridine
• 英文别名: 2-(4-bromophenyl)-3-methylimidazo[1,2-a]pyridine；2-(4-bromo-phenyl)-3-methyl-imidazo[1,2-a]pyridine
• CAS: 118001-58-4
• 化学式: C₁₄H₁₁BrN₂
• mdl: MFCD05741917
• 分子量: 287.159
• InChiKey: NWNZKGSIQOTCLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4'-bromophenyl)-3-methylimidazo<1,2-a>pyridine 在 Ra-Ni sodium hypophosphite 作用下， 以 吡啶 、 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 4-(3-Methylimidazo[1,2-a]pyridin-2-yl)benzaldehyde
  参考文献：
  名称：

  2-芳基和2-芳氧基甲基咪唑并[1,2- a ]吡啶的制备及相关化合物

  摘要：

  一系列取代的2-芳基咪唑并[1,2-α]吡啶已被制备，其中多种取代基被引入在苯环的4'位和在3，5的，6或7位杂环。大多数实例在4'-位具有乙酰氨基，溴，氰基或甲酰基取代基。还已经制备了类似的咪唑并[ 2，1- b ]噻唑和咪唑并[1,2- a ]嘧啶。制备了由咪唑的4'-甲酰基苯氧基甲基衍生物，吡啶，噻唑，苯并咪唑和环取代的咪唑并[1,2- a ]吡啶的三个位置异构体组成的另一系列化合物。还制备了咪唑和咪唑并[1,2- a ]吡啶的2-（4'-甲酰基苯基乙烯基）衍生物。

  DOI：

  10.1002/jhet.5570250119
• 作为产物：
  描述：

  2-氨基吡啶 、 1-溴-4-[(1E)-2-硝基-1-丙烯-1-基]苯 在 iron(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以77%的产率得到2-(4'-bromophenyl)-3-methylimidazo<1,2-a>pyridine
  参考文献：
  名称：

  Iron(II)-Catalyzed Denitration Reaction: Synthesis of 3-Methyl-2-arylimidazo[1,2-a]pyridine Derivatives from Aminopyridines and 2-Methylnitroolefins

  摘要：

  A variety of ways to synthesize imidazo[1,2-a]pyridines have been reported and many approaches are devoted to the functionalization of imidazo[1,2-a]pyridines. However, the use of a denitration reaction in the synthesis of imidazo[1,2-a]pyridines has not been reported. We report here the iron-catalyzed synthesis of 3-methyl-2-arylimidazo [1,2-a] pyridine derivatives from aminopyridines and 2-methyl-nitroolefins. The procedure, using FeCl2 as catalyst, is simple and inexpensive. Various functional groups are tolerated and provide the products in good yields.

  DOI：

  10.1055/s-0032-1317685

文献信息

• Iron(III)-Catalyzed Denitration Reaction: One-Pot Three-Component Synthesis of Imidazo[1,2-<i>a</i>]pyridine Derivatives
  作者：Hao Yan、Yuling Wang、Congming Pan、Hao Zhang、Sizhuo Yang、Xiaoyu Ren、Jian Li、Guosheng Huang

  DOI：10.1002/ejoc.201301658

  日期：2014.5

  An iron(III)-catalyzed one-pot three-component cross-coupling nitration reaction of 2-aminopyridines, aldehydes and nitroalkanes, straightforwardly forms imidazo[1,2-a]pyridine derivatives and is described in this report. The system shows good functional-group tolerance and proceeds smoothly in moderate to good yields.

  铁 (III) 催化的 2-氨基吡啶、醛和硝基烷烃的一锅三组分交叉偶联硝化反应直接形成咪唑并 [1,2-a] 吡啶衍生物，并在本报告中进行了描述。该系统显示出良好的官能团耐受性，并以中等至良好的产率顺利进行。
• One-Pot Synthesis of 3-Methyl-2-arylimidazo[1,2-<i>a</i>]pyridines Using Calcium Carbide as an Alkyne Source
  作者：Wei Chen、Zheng Li

  DOI：10.1021/acs.joc.1c01877

  日期：2022.1.7

  An efficient method for the construction of 3-methyl-2-arylimidazo[1,2-a]pyridines from the reactions of calcium carbide, 2-aminopyridines, and aromatic aldehydes is described. The notable advantages for this strategy include the use of an inexpensive and concise solid alkyne source, cheap and readily available raw materials, wide-scope substrates, and a simple work-up procedure.

  描述了一种由电石、2-氨基吡啶和芳香醛反应构建 3-甲基-2-芳基咪唑并[1,2- a ] 吡啶的有效方法。该策略的显着优势包括使用廉价且简洁的固体炔烃源、廉价且容易获得的原材料、广泛的底物和简单的后处理程序。
• IMIDAZOPYRIDINE-BASED COMPOUND AND ORGANIC LIGHT EMITTING DIODE INCLUDING ORGANIC LAYER COMPRISING THE IMIDAZOPYRIDINE-BASED COMPOUND
  申请人：Kim Hee-Yeon

  公开号：US20080125593A1

  公开（公告）日：2008-05-29

  Imidazopyridine-based compounds and organic light emitting diodes (OLEDs) including organic layers including the imidazopyridine-based compounds are provided. The organic light emitting diodes including organic layers having the imidazopyridine-based compounds have low driving voltages, high efficiencies, high luminance, long life-times and low power consumption.

  提供了基于咪唑吡啶的化合物和有机发光二极管（OLED），其中包括含有基于咪唑吡啶的化合物的有机层。具有基于咪唑吡啶的化合物的有机层的有机发光二极管具有低驱动电压、高效率、高亮度、长寿命和低功耗。
• Nitrogenous heterocyclic derivative and organic elecrtroluminescent element employing the same
  申请人：Yamamoto Hiroshi

  公开号：US20060154105A1

  公开（公告）日：2006-07-13

  A specific derivative of heterocyclic compound having nitrogen atom and an organic electroluminescence device comprising the compound. An organic electroluminescence device comprising at least one of organic compound layers including a light emitting layer sandwiched between an anode and a cathode, wherein said at least one of the organic compound layers comprises the derivative of the heterocyclic compound having nitrogen atom as a sole component or as mixed component. The organic electroluminescence device achieves elevation of luminance and excellent efficiency of light emission, and also achieves long lifetime by an improvement of an electrode adhesion.

  一种具有氮原子的杂环化合物的特定衍生物，以及包括该化合物的有机电致发光装置。该有机电致发光装置包括至少一个有机化合物层，其中包括在阳极和阴极之间的发光层，其中该至少一个有机化合物层包括作为唯一组分或混合组分的具有氮原子的杂环化合物的衍生物。该有机电致发光装置实现了亮度的提高和优秀的发光效率，并通过改善电极粘附实现了长寿命。
• Nitrogenous heterocyclic derivative and organic electroluminescent element employing the same
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1582516B1

  公开（公告）日：2013-07-17