3-(4-cyanophenyl)-[1,2,4]triazolo[4,3-a]pyridine | 1258542-86-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-cyanophenyl)-[1,2,4]triazolo[4,3-a]pyridine
• 英文别名: 4-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)benzonitrile；4-([1,2,4]triazolo[4,3-a]pyridin-3-yl)benzonitrile
• CAS: 1258542-86-7
• 化学式: C₁₃H₈N₄
• 分子量: 220.233
• InChiKey: VNGXHJRHLPDRSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(2-pyridin-2-yl-hydrazonomethyl)-benzonitrile 在 chloroamine-T 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 1.5h， 以89%的产率得到3-(4-cyanophenyl)-[1,2,4]triazolo[4,3-a]pyridine
  参考文献：
  名称：

  醛衍生的Hy的钯催化偶联：三唑并吡啶和相关杂环的实用合成

  摘要：

  钯催化的醛衍生的azo酮与氯嗪的分子间偶联，然后在温和的条件下进行氧化环化，可以使用各种各样的双环杂环骨架（参见方案），这些骨架可能会用于药物发现。

  DOI：

  10.1002/anie.201001999

文献信息

• Electrochemical synthesis of 1,2,4-triazole-fused heterocycles
  作者：Zenghui Ye、Mingruo Ding、Yanqi Wu、Yong Li、Wenkai Hua、Fengzhi Zhang

  DOI：10.1039/c7gc03739b

  日期：——

  cross-coupling reaction has been developed under mild electrolytic conditions. In this atom- and step-economical one-pot process, valuable 1,2,4-triazolo[4,3-a]pyridines and related heterocyclic compounds could be synthesized efficiently from commercially available aliphatic or (hetero)aromatic aldehydes and 2-hydrazinopyridines. Various functional groups are compatible with this metal- and oxidant-free

  在温和的电解条件下已开发出无试剂的分子内脱氢C–N交叉偶联反应。在这种原子经济和一步经济的一锅法中，有价值的1,2,4-三唑并[4,3- a ]吡啶和相关的杂环化合物可以从可商购的脂族或（杂）芳族醛和2-肼基吡啶。各种官能团都与这种无金属和无氧化剂的方案兼容，可以轻松地以克为单位进行操作。这种新方法被应用于最畅销药物Xanax的合成和后期功能化，以在生物学相关的先导分子中产生化学多样性。
• 1,1′-Carbonyldiimidazole (CDI) Mediated Coupling and Cyclization To Generate [1,2,4]Triazolo[4,3-<i>a</i>]pyridines
  作者：Kyle D. Baucom、Siân C. Jones、Scott W. Roberts

  DOI：10.1021/acs.orglett.5b03589

  日期：2016.2.5

  An operationally efficient CDI mediated tandem coupling and cyclization reaction to generate [1,2,4]triazolo[4,3-a]pyridines has been reported. The reaction conditions and scope were investigated, and the methodology was demonstrated in batch mode as well as in a continuous process.

  已经报道了可操作有效的CDI介导的串联偶联和环化反应以生成[1,2,4]三唑并[4,3- a ]吡啶。研究了反应条件和范围，并以分批方式以及连续过程证明了该方法。
• A convenient one-pot synthesis of N-fused 1,2,4-triazoles via oxidative cyclization using chromium (VI) oxide
  作者：Ashish Bhatt、Rajesh K. Singh、Ravi Kant

  DOI：10.1080/00397911.2018.1529795

  日期：2019.1.2

  Abstract A facile one-pot synthesis of N-fused 1,2,4-triazoles from heterocyclic hydrazines and aldehydes is reported. The reaction is efficiently promoted by chromium (VI) oxide to afford the desired products mostly in high yields and in relatively short time. The high yield of the products and short reaction time are notable advantages of the developed protocol. This protocol is effective toward

  摘要 报道了一种从杂环肼和醛中简便地一锅法合成 N-稠合 1,2,4-三唑的方法。该反应通过氧化铬 (VI) 有效促进，以高产率和相对较短的时间提供所需的产物。产品的高产率和反应时间短是所开发协议的显着优势。该协议对具有不同功能的各种基板有效。图形概要
• Facile one-pot synthesis of N-fused 1,2,4-triazoles via oxidative cyclization using manganese dioxide
  作者：Ashish Bhatt、Rajesh K. Singh、Ravi Kant

  DOI：10.1007/s10593-019-02400-0

  日期：2018.12

  A facile one-pot synthesis of N-fused 1,2,4-triazoles from heterocyclic hydrazines and aldehydes is reported. The reaction is efficiently promoted by manganese dioxide to afford the desired products mostly in high yields and in relatively short times. The mild nature of the synthesis, cheap oxidizing agent, and short reaction time are notable advantages of the developed protocol. This protocol is effective

  据报道由杂环肼和醛容易地一锅合成N-稠合的1,2,4-三唑。二氧化锰有效地促进了反应，从而大部分以高收率和相对较短的时间提供了所需的产物。合成的温和性质，廉价的氧化剂和较短的反应时间是所开发方案的显着优点。该协议对具有不同功能的各种基板有效。
• A Convenient One-pot Synthesis of <i>N</i> -Fused 1,2,4-Triazoles <i>via</i> Oxidative Cyclization Using Trichloroisocyanuric Acid
  作者：Ashish Bhatt、Rajesh K. Singh、Ravi Kant

  DOI：10.1002/jhet.3451

  日期：2019.2

  A facile one‐pot synthesis of N‐fused 1,2,4‐triazoles from heterocyclic hydrazines and aldehydes is reported. The reaction is efficiently promoted by trichloroisocyanuric acid to afford the desired products mostly in high yields and in relatively short time. The mild nature of the synthesis and short reaction time are notable advantages of the developed protocol. This protocol is effective toward various

  据报道，由杂环肼和醛容易地一锅合成N稠合的1,2,4-三唑。三氯异氰尿酸有效地促进了反应，从而大部分以高收率和相对短的时间提供了所需的产物。合成的温和性质和较短的反应时间是所开发方案的显着优点。该协议对具有不同功能的各种基板有效。