2-(pyridin-4-yl)pyrazine | 93844-98-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(pyridin-4-yl)pyrazine
• 英文别名: 2-pyridin-4-ylpyrazine
• CAS: 93844-98-5
• 化学式: C₉H₇N₃
• mdl: MFCD28246367
• 分子量: 157.175
• InChiKey: LGMAQUKSVXFRJG-UHFFFAOYSA-N

物化性质

• 熔点：
  87.6-88.4 °C
• 沸点：
  287.3±25.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯吡嗪 、 吡啶-4-硼酸 在 双(乙腈)氯化钯(II) 四丁基氟化铵 、 三环己基膦 作用下， 反应 5.0h， 以65%的产率得到2-(pyridin-4-yl)pyrazine
  参考文献：
  名称：

  无溶剂、钯催化的芳基氯化物与芳基硼酸的 Suzuki-Miyaura 交叉偶联

  摘要：

  摘要 Pd(MeCN)2Cl2/PCy3 被发现是在无溶剂条件下芳基氯与芳基硼酸 Suzuki-Miyaura 交叉偶联的有效催化体系。此外，常规溶剂的存在对反应具有有害影响。在 Pd(MeCN)2Cl2、PCy3 和 TBAF（四正丁基氟化铵）存在下，包括杂芳基氯在内的多种芳基氯与芳基硼酸或杂芳基硼酸顺利偶联，以中等至优异的收率得到相应的产物.

  DOI：

  10.1080/00397910701412828

文献信息

• Mild and Ligand-Free Palladium-Catalyzed Cross-Couplings between Aryl Halides and Arylboronic Acids for the Synthesis of Biaryls and Heterocycle-Containing Biaryls
  作者：Chen-Liang Deng、Sheng-Mei Guo、Ye-Xiang Xie、Jin-Heng Li

  DOI：10.1002/ejoc.200600879

  日期：2007.3

  MeONa, a variety of aryl halides reacted very rapidly with arylboronic acids in good to excellent yields at room temperature in EtOH as the solvent. Moreover, the Pd(OAc)2/MeONa catalytic system could also be applied in couplings between heteroaryl halides and arylboronic acids to provide satisfactory results in MeOH as the solvent after prolonged reaction times. It is noteworthy that the reactions were

  介绍了在室温下进行的无配体钯催化的芳基卤化物和芳基硼​​酸之间的 Suzuki-Miyaura 交叉偶联。发现溶剂和碱都对反应有根本影响，观察到在产率和速率方面最有效的系统是 Pd(OAc)2 与 MeONa 和醇的组合。在 Pd(OAc)2 和 MeONa 的存在下，各种芳基卤化物与芳基硼酸反应非常迅速，在室温下以 EtOH 作为溶剂，收率非常好。此外，Pd(OAc)2/MeONa 催化体系还可用于杂芳基卤化物和芳基硼​​酸之间的偶联，以在延长反应时间后以 MeOH 作为溶剂提供令人满意的结果。值得注意的是，反应是在温和、有氧、
• Photochemical arylation by oxime esters in benzene and pyridine: simple synthesis of biaryl compounds
  作者：Masato Hasebe、Koichi Kogawa、Takashi Tsuchiya

  DOI：10.1016/s0040-4039(01)91195-5

  日期：1984.1

  Irradiation of benzophenone O-arenecarbonyloximes in benzene and pyridine affords the corresponding arylbenzenes and arylpyridines, respectively, in high yields.

  在苯和吡啶中照射二苯甲酮O-芳烃羰基肟，分别以高收率得到相应的芳基苯和芳基吡啶。
• ANTHRACENE DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE ELEMENT USING SAME
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：US20150325800A1

  公开（公告）日：2015-11-12

  An anthracene derivative represented by the following formula (1): wherein in the formula (1), L 1 is selected from a single bond and a linking group, and the linking group is selected from a divalent arylene group, a divalent heterocyclic group, and a group formed by linking of 2 to 4 of divalent arylene groups and/or divalent heterocyclic groups. Ar 1 is selected from the following formulas (2) and (3). In the formulas (2) and (3), X is selected from an oxygen atom and a sulfur atom. In the formula (2), any one of R 11 to R 14 is used for bonding to L 1 . In the formula (3), any one of R 21 to R 24 is used for bonding to L 1 . Ar 2 is selected from a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms and a substituted or unsubstituted heterocyclic group including 5 to 50 ring atoms.

  以下为翻译结果： 一种蒽衍生物，其化学式如下（1）：在式（1）中，L1选自单键和连接基，连接基选自二价芳基基团、二价杂环基团以及由2至4个二价芳基基团和/或二价杂环基团连接而成的基团。Ar1选自以下化学式（2）和（3）。在式（2）和（3）中，X选自氧原子和硫原子。在式（2）中，R11至R14中的任意一个用于与L1结合。在式（3）中，R21至R24中的任意一个用于与L1结合。Ar2选自包含6至50个环碳原子的取代或未取代芳基团和包含5至50个环原子的取代或未取代杂环基团。
• PRODUCTION METHOD FOR BICYCLIC NITROGEN-CONTAINING HETEROCYCLIC COMPOUND
  申请人：Kobelco Eco-Solutions Co., Ltd

  公开号：EP3466932A1

  公开（公告）日：2019-04-10

  Developed is a technique according to which a nitrogen-containing bicyclic heterocyclic compound can be manufactured directly from nitrogen-containing heterocyclic compounds in a short period of time through a small number of steps without using expensive agents and a starting material that takes time and effort to synthesize. A method for manufacturing a nitrogen-containing bicyclic heterocyclic compound includes a synthesis step of synthesizing a nitrogen-containing bicyclic heterocyclic compound such as bipyrimidine, bipyrazine, or biquinoline by reacting, in a reaction solvent, one nitrogen-containing heterocyclic compound and another nitrogen-containing heterocyclic compound with a solution containing an alkali metal.

  开发了一种技术，根据该技术，无需使用昂贵的制剂和费时费力合成的起始材料，只需通过少量步骤，即可在短时间内直接从含氮杂环化合物制造出含氮双环杂环化合物。一种制造含氮双环杂环化合物的方法包括一个合成步骤，即在反应溶剂中，将一种含氮杂环化合物和另一种含氮杂环化合物与含有碱金属的溶液反应，合成一种含氮双环杂环化合物，如双嘧啶、双吡嗪或双喹啉。
• Pd(OAc)2/DABCO-catalyzed Suzuki–Miyaura cross-coupling reaction in DMF
  作者：Jin-Heng Li、Qi-Ming Zhu、Ye-Xiang Xie

  DOI：10.1016/j.tet.2006.08.103

  日期：2006.11

  The scope and limitations of the Pd(OAc)(2)/DABCO (1,4-diaza-bicyclo[2.2.2]octane)-catalyzed Suzuki-Miyaura cross-coupling reactions have been demonstrated. The results showed that the effect of solvent had a fundamental influence on the reaction. In the presence of Pd(OAc)2 and DABCO, both aryl bromides and aryl chlorides all worked well with arylboronic acids to form biaryls, heteroaryl-aryls, and bibeteroaryls in moderate to excellent yields using DMF as the solvent. Additionally, the reactions of aryl bromides were conducted under relatively mild conditions. (c) 2006 Elsevier Ltd. All rights reserved.