3,3'-dimethyl-7,7'-bi[1,2,3]triazolo[1,5-a]pyridine | 192642-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,3'-dimethyl-7,7'-bi[1,2,3]triazolo[1,5-a]pyridine
• 英文别名: bis(3-methyl[1,2,3]triazolo[1,5-a]pyridine)；3-methyl-7-(3-methyltriazolo[1,5-a]pyridin-7-yl)triazolo[1,5-a]pyridine
• CAS: 192642-87-8
• 化学式: C₁₄H₁₂N₆
• 分子量: 264.289
• InChiKey: IBFWUJIYKYFBKV-UHFFFAOYSA-N

物化性质

• 熔点：
  238-240 °C
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-dimethyl-7,7'-bi[1,2,3]triazolo[1,5-a]pyridine 在 selenium(IV) oxide 作用下， 以 xylene 为溶剂， 反应 1.0h， 以74%的产率得到1,1'-(2,2'-联吡啶-6,6'-二基)二乙酮
  参考文献：
  名称：

  三唑并吡啶。18.对三唑并吡啶的亲核取代反应；2,2'-联吡啶的新途径

  摘要：

  描述了一些5-，6-和7-卤代三唑并吡啶的合成，以及它们与亲核试剂的反应。7,7'-双氮杂吡啶吡啶的形成提供了2,2'-联吡啶的新合成。

  DOI：

  10.1016/s0040-4020(97)00491-2
• 作为产物：
  描述：

  3-甲基[1,2,3]噻唑并[1,5-a]吡啶 在 正丁基锂 、 N-氟代双苯磺酰胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以88%的产率得到3,3'-dimethyl-7,7'-bi[1,2,3]triazolo[1,5-a]pyridine
  参考文献：
  名称：

  Approaches for the introduction of fluorinated substituents into [1,2,3]Triazolo[1,5-a]pyridines

  摘要：

  [1,2,3]Triazolo[1,5-a]pyridines functionalization with a trifluoromethyl group has been achieved for the first time using different synthetic strategies. Furthermore, these scaffolds have been employed as starting material in the synthesis of new 2,6-disubstituted pyridines containing the trifluoromethyl group, compounds that are not available using other methodologies. A fluorine-mediated triazolopyridine dimerisation is described, improving the previously known synthetic method. Preliminary studies focused on exploring triazolopyridines reactivity with electrophilic fluorine have revealed a new approach for the obtainment of imidazopyridines. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.05.001

文献信息

• Triazolopyridines. Part 25: Synthesis of new chiral ligands from [1,2,3]triazolo[1,5-a]pyridines
  作者：Belén Abarca、Rafael Ballesteros、Rafael Ballesteros-Garrido、Françoise Colobert、Frédéric R. Leroux

  DOI：10.1016/j.tet.2007.07.101

  日期：2007.10

  The synthesis of new chiral triazolopyridine ligands possessing fluorescent properties is described. The triazolo ring opening was studied in order to obtain new chiral 2,6-disubstituted pyridines. A preliminary coordination assay with Zn(II) is also presented.

  描述了具有荧光性质的新手性三唑并吡啶配体的合成。为了获得新的手性2，6-二取代的吡啶，对三唑并开环进行了研究。还介绍了使用Zn（II）进行的初步配位分析。
• Approaches for the introduction of fluorinated substituents into [1,2,3]Triazolo[1,5-a]pyridines
  作者：Leonardo Chiassai、Rosa Adam、Marcela Drechslerová、Rafael Ballesteros、Belén Abarca

  DOI：10.1016/j.jfluchem.2014.05.001

  日期：2014.8

  [1,2,3]Triazolo[1,5-a]pyridines functionalization with a trifluoromethyl group has been achieved for the first time using different synthetic strategies. Furthermore, these scaffolds have been employed as starting material in the synthesis of new 2,6-disubstituted pyridines containing the trifluoromethyl group, compounds that are not available using other methodologies. A fluorine-mediated triazolopyridine dimerisation is described, improving the previously known synthetic method. Preliminary studies focused on exploring triazolopyridines reactivity with electrophilic fluorine have revealed a new approach for the obtainment of imidazopyridines. (C) 2014 Elsevier B.V. All rights reserved.
• Triazolopyridines. 18. Nucleophilic substitution reactions on triazolopyridines; a new route to 2,2′-bipyridines
  作者：Gurnos Jones、Mark A. Pitman、Edward Lunt、David J. Lythgoe、Belén Abarca、Rafael Ballesteros、Mostafá Elmasnaouy

  DOI：10.1016/s0040-4020(97)00491-2

  日期：1997.6

  The synthesis of some 5-, 6-, and 7-halogenotriazolopyridines is described, and their reactions with nucleophiles. The formation of 7,7′-bitriazolopyridines provides a new synthesis of 2,2′-bipyridines.

  描述了一些5-，6-和7-卤代三唑并吡啶的合成，以及它们与亲核试剂的反应。7,7'-双氮杂吡啶吡啶的形成提供了2,2'-联吡啶的新合成。

表征谱图