3-(3-nitrophenyl)-[1,2,4]triazolo[4,3-a]pyridine | 2746-38-5

• 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-(3-nitrophenyl)-[1,2,4]triazolo[4,3-a]pyridine
• 英文别名: 3-(3-Nitrophenyl)[1,2,4]triazolo[4,3-a]pyridine
• CAS: 2746-38-5
• 化学式: C₁₂H₈N₄O₂
• 分子量: 240.221
• InChiKey: HRMUSJLYQTVZQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 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：
  76
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-肼吡啶 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 3-(3-nitrophenyl)-[1,2,4]triazolo[4,3-a]pyridine
  参考文献：
  名称：

  [双(三氟乙酰氧基)碘]苯催化杂环腙氧化分子内环化高效合成3-取代1,2,4-三唑并[4,3-a]吡啶

  摘要：

  摘要 通过杂环腙与[双(三氟乙酰氧基)碘]苯的分子内氧化环化反应制备了一系列1,2,4-三唑并吡啶。通过 1,2,4-三唑并 [4,3-a] 吡啶的合成证实了这种简单转化的普遍适用性。该协议的优点是催化剂的无毒和较短的反应时间，以获得良好的制备收率。

  DOI：

  10.1080/00397911003707162

文献信息

• A simple and efficient automatable one step synthesis of triazolopyridines from carboxylic acids
  作者：Ying Wang、Kathy Sarris、Daryl R. Sauer、Stevan W. Djuric

  DOI：10.1016/j.tetlet.2007.02.004

  日期：2007.3

  Triazolopyridines can be rapidly and efficiently synthesized from a variety of carboxylic acids with 2-hydrazinopyridines in one simple step. The use of commercially available PS-PPh3 resin combined with microwave heating delivered the product triazolopyridines in good yields and purities.

  只需一个简单的步骤，即可从多种羧酸与2-肼基吡啶一起快速高效地合成三唑并吡啶。将可商购的PS-PPh 3树脂与微波加热结合使用，可以高收率和高纯度获得三唑并吡啶产物。
• TBAI/TBHP-Catalyzed Synthesis of [1,2,4]Triazolo[4,3-a]pyridines and 3,5-Diaryl-1,2,4-oxadiazoles via Oxidative Cleavage of C=C Double Bond
  作者：S. L. Matcha、S. Vidavalur

  DOI：10.1134/s1070428021090141

  日期：2021.9

  Abstract A simple and efficient protocol has been described for the synthesis of [1,2,4]triazolo[4,3-a]pyri­dines and 3,5-disubstituted-1,2,4-oxadiazoles by reacting 2-hydrazinylpyridine and benzamidoximes, respec­tively, with styrenes via TBAI/TBHP-mediated oxidative cleavage of C=C bond under ligand- and metal-free conditions.

  摘要 通过 2-肼基吡啶和苯甲胺肟反应合成 [1,2,4] 三唑并 [4,3- a ] 吡啶和 3,5-二取代-1,2,4-恶二唑的简单有效的方案已被描述，分别在无配体和无金属条件下通过 TBAI/TBHP 介导的 C=C 键氧化裂解与苯乙烯。
• On Water Synthesis of 3-Aryl-1,2,4-triazolo[4,3-a]pyridines Using Iodobenzene Diacetate (IBD)
  作者：Deepak Kumar Aneja、Rinku Soni、Monika Sihag、Neha Rani、Mayank Kinger

  DOI：10.2174/1570178620666230110111547

  日期：2023.1.10

  An iodobenzene diacetate (IBD)-mediated simple and green method was determined for the intramolecular oxidative cyclization of 3-aryl-2-pyridiylhydrazones of different aromatic aldehydes in an aqueous medium at room temperature. This efficient strategy provides a route to the synthesis of 3-aryl-1,2,4-triazolo[4,3-a]pyridines in water which eliminates the requirement to use costly and unsafe volatile

  确定了一种碘苯二乙酸酯 (IBD) 介导的简单绿色方法，用于在室温下在水性介质中对不同芳香醛的 3-aryl-2-pyridiylhydrazone 进行分子内氧化环化。这种有效的策略提供了一种在水中合成 3-芳基-1,2,4-三唑并 [4,3-a] 吡啶的途径，无需使用昂贵且不安全的挥发性有机溶剂。所有反应仅通过在室温下在水中搅拌反应组分来进行。该协议提供了广泛的底物范围和良好的官能团耐受性。
• One-pot synthesis of N-fused 1,2,4-triazoles and related heterocycles via I2/TBHP-mediated oxidative C N bond formation
  作者：Yachuang Wu、Yifeng Yang、Yinliang Qi、Shimei Du、Yongsheng Zhang、Liang Ding、Yanfang Zhao

  DOI：10.1016/j.tetlet.2018.10.019

  日期：2018.11

  A metal-free iodine/TBHP-mediated oxidative C-N bond formation for the one-pot synthesis of N-fused 1,2,4-triazoles and related heterocycles via cyclization has been developed. This reaction which is amenable to scale-up affords the corresponding products with good to excellent yields and tolerates a wide range of functional groups. (C) 2018 Elsevier Ltd. All rights reserved.
• ARYL AND HETEROARYL ETHER COMPOUNDS AS ROR GAMMA MODULATORS
  申请人：GLENMARK PHARMACEUTICALS S.A.

  公开号：US20170022195A1

  公开（公告）日：2017-01-26

  The present disclosure is directed to compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein Ring A, Ring B, R, R 2 , R 3 , n, and p are as defined herein, which are active as modulators of retinoid-related orphan receptor gamma t (RORγt). These compounds prevent, inhibit, or suppress the action of RORγt and are therefore useful in the treatment of RORγt mediated diseases, disorders, syndromes or conditions such as, e.g., pain, inflammation, COPD, asthma, rheumatoid arthritis, colitis, multiple sclerosis, psoriasis, neurodegenerative diseases and cancer.