3-(3-benzyl-3H-[1,2,3]triazol-4-yl)-pyridine | 1280497-29-1

• 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-benzyl-3H-[1,2,3]triazol-4-yl)-pyridine
• 英文别名: 3-(1-benzyl-1H-1,2,3-triazol-5-yl)pyridine；3-(3-Benzyltriazol-4-yl)pyridine
• CAS: 1280497-29-1
• 化学式: C₁₄H₁₂N₄
• 分子量: 236.276
• InChiKey: GUDSDJHJRRDSON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  溴甲苯 在 sodium azide 、 (pentamethylC_p)RuCl(PPh3)2 作用下， 以 2,4-滴二甲胺盐 为溶剂， 反应 0.67h， 生成 3-(3-benzyl-3H-[1,2,3]triazol-4-yl)-pyridine
  参考文献：
  名称：

  伯烷基卤化物和叠氮化钠的顺序一锅钌催化的叠氮化物-炔烃环加成反应

  摘要：

  据报道，从烷基卤化物，叠氮化钠和炔烃开始，实验上简单的连续一锅RuAAC反应以良好或优异的产率提供了1,5-二取代的1 H -1,2,3-三唑。通过在微波加热下在DMA中用叠氮化钠处理伯烷基卤化物来原位形成有机叠氮化物。在进一步的微波辐射之后，随后加入[RuClCp *（PPh 3）2 ]和炔烃，得到所需的环加成产物。

  DOI：

  10.1021/jo200134a

文献信息

• A recyclable ruthenium(ii) complex supported on magnetic nanoparticles: a regioselective catalyst for alkyne–azide cycloaddition
  作者：Dong Wang、Lionel Salmon、Jaime Ruiz、Didier Astruc

  DOI：10.1039/c3cc43048k

  日期：——

  A magnetically separable ruthenium catalyst was synthesized through immobilizing a pentamethylcyclopentadienyl ruthenium complex on iron oxide nanoparticles. The catalyst is highly active and selective for the synthesis of 1,5-disubstituted 1,2,3-trizoles via cycloaddition of alkynes and organic azides and can be recycled at least 5 times.

  通过将五甲基环戊二烯基钌络合物固定在氧化铁纳米颗粒上来合成可磁分离的钌催化剂。该催化剂对炔烃和有机叠氮化物的环加成反应具有很高的活性，对合成1,5-二取代的1,2,3-三唑具有选择性，可循环使用至少5次。
• Design and combinatorial synthesis of a novel kinase-focused library using click chemistry-based fragment assembly
  作者：Takayuki Irie、Ikuo Fujii、Masaaki Sawa

  DOI：10.1016/j.bmcl.2011.10.076

  日期：2012.1

  Fragment-based lead discovery is a new approach for lead generation that has emerged in the past decade. Because the initial fragments identified in the fragment screening typically show weak binding affinity, an intensive medicinal chemistry effort would be required to grow initial fragments into a potential lead compound. Here we demonstrate a kinase focused evolved fragment (KFEF) library, constructed by click chemistry-based fragment assembly, that is a valuable source of kinase inhibitors. This combinatorial assembly of two fragments, kinase-privileged alkyne fragments and diversified azide fragments, by two cycloaddition reactions shows a unique potential for the one-step synthesis of structurally diverse evolved fragments. The screening of this triazole-based KFEF library allowed the rapid identification of potent lead candidates for FLT3 and GSK3 beta kinase. (C) 2011 Elsevier Ltd. All rights reserved.
• Sequential One-Pot Ruthenium-Catalyzed Azide−Alkyne Cycloaddition from Primary Alkyl Halides and Sodium Azide
  作者：Johan R. Johansson、Per Lincoln、Bengt Nordén、Nina Kann

  DOI：10.1021/jo200134a

  日期：2011.4.1

  simple sequential one-pot RuAAC reaction, affording 1,5-disubstituted 1H-1,2,3-triazoles in good to excellent yields starting from an alkyl halide, sodium azide, and an alkyne, is reported. The organic azide is formed in situ by treating the primary alkyl halide with sodium azide in DMA under microwave heating. Subsequent addition of [RuClCp*(PPh3)2] and the alkyne yielded the desired cycloaddition product

  据报道，从烷基卤化物，叠氮化钠和炔烃开始，实验上简单的连续一锅RuAAC反应以良好或优异的产率提供了1,5-二取代的1 H -1,2,3-三唑。通过在微波加热下在DMA中用叠氮化钠处理伯烷基卤化物来原位形成有机叠氮化物。在进一步的微波辐射之后，随后加入[RuClCp *（PPh 3）2 ]和炔烃，得到所需的环加成产物。