3-Amino-2,3'-bipyridine | 170808-76-1

• 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-Amino-2,3'-bipyridine
• 英文别名: 2-(pyridin-3-yl)pyridin-3-amine；[2,3]-bipyridinyl-3-ylamine；[2,3'-dipyridine]-3-amino；2-pyridin-3-ylpyridin-3-amine
• CAS: 170808-76-1
• 化学式: C₁₀H₉N₃
• 分子量: 171.202
• InChiKey: NKXNFVKMCMRREI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 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：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Amino-2,3'-bipyridine 在 氢溴酸 、 溴 、 sodium nitrite 作用下， 反应 0.5h， 以55%的产率得到3-Bromo-2,3'-bipyridine
  参考文献：
  名称：

  Revised Structure and Convergent Synthesis of Nemertelline, the Neurotoxic Quaterpyridine Isolated from the Hoplonemertine Sea Worm

  摘要：

  The correct structure of the quaterpyridine nemertelline first isolated from hoplonemertine sea worms has been identified as 2 (3,2':3',4 '':2 '',3triple prime-quaterpyridine). The natural product was synthesized using palladium(0)-catalyzed cross-coupling of 3-(tributylstannyl)-2,3'-bipyridine (3) and 4-chloro-2,3'-bipyridine (4). The bipyridines were prepared in the presence of the Pd catalyst by cross-coupling 2-bromo-3-(tributylstannyl)pyridine (5) and 2,4-dichloropyridine with 3-diethyl(pyridyl)borane, respectively. X-ray analysis confirmed the structure of 2 and provided its conformation in the solid state. The proton NMR spectrum of 2 identifies it as the natural product first reported in 1976.

  DOI：

  10.1021/jo00128a021
• 作为产物：
  描述：

  3-氨基-2-氯吡啶 、 二乙基(3-吡啶基)-硼烷 在 四(三苯基膦)钯 potassium carbonate 作用下， 生成 3-Amino-2,3'-bipyridine
  参考文献：
  名称：

  Revised Structure and Convergent Synthesis of Nemertelline, the Neurotoxic Quaterpyridine Isolated from the Hoplonemertine Sea Worm

  摘要：

  The correct structure of the quaterpyridine nemertelline first isolated from hoplonemertine sea worms has been identified as 2 (3,2':3',4 '':2 '',3triple prime-quaterpyridine). The natural product was synthesized using palladium(0)-catalyzed cross-coupling of 3-(tributylstannyl)-2,3'-bipyridine (3) and 4-chloro-2,3'-bipyridine (4). The bipyridines were prepared in the presence of the Pd catalyst by cross-coupling 2-bromo-3-(tributylstannyl)pyridine (5) and 2,4-dichloropyridine with 3-diethyl(pyridyl)borane, respectively. X-ray analysis confirmed the structure of 2 and provided its conformation in the solid state. The proton NMR spectrum of 2 identifies it as the natural product first reported in 1976.

  DOI：

  10.1021/jo00128a021

文献信息

• Etude du Comportement Photochimique de quelques Diaryl-1,3-triazènes
  作者：Par Michel Julliard、Gaston Vernin、Jacques Metzger

  DOI：10.1002/hlca.19800630216

  日期：1980.3.5

  Study of the Photochemical Behaviour of Some Diaryl-1,3-triazenes

  某些二芳基-1,3-三氮烯的光化学行为研究
• 吡啶-2-芳基-3-磺酰胺类化合物及其合成方 法和应用
  申请人：浙江大学

  公开号：CN111320575B

  公开（公告）日：2022-04-05

  本发明公开了一种吡啶‑2‑芳基‑3‑磺酰胺类化合物及其合成方法和制备抗肿瘤药物或微管蛋白聚合抑制剂应用。本发明吡啶‑2‑芳基‑3‑磺酰胺类化合物具有结构通式(I)，X,Y,Z取自C或者N原子，R1表示单取代或多取代的基团；R2表示单取代或多取代的基团；R3表示氢或不同C1‑5烷氧基取代的苯磺酰基。吡啶‑2‑芳基‑3‑磺酰胺类化合物在制备药物中的应用，将其作为活性成分用于制备抗肿瘤药物或微管蛋白聚合抑制剂。抗肿瘤药物为抗结肠癌、抗乳腺癌、抗肝癌、抗肺癌、抗胃癌或抗胰腺癌的药物。
• Tetraphosphine/palladium-catalyzed Suzuki-Miyaura coupling of heteroaryl halides with 3-pyridine- and 3-thiopheneboronic acid: an efficient catalyst for the formation of biheteroaryls
  作者：Kun Wang、Qi Fu、Rong Zhou、Xueli Zheng、Haiyan Fu、Hua Chen、Ruixiang Li

  DOI：10.1002/aoc.2965

  日期：2013.4

  tetraphosphine N,N,N′,N′‐tetra(diphenylphosphinomethyl)‐1,2‐ethylenediamine (L1) associated with [Pd(η3‐C3H5)Cl]2 affords an efficient catalyst for Suzuki–Miyaura coupling of 3‐pyridineboronic acid with heteroaryl bromides. Reaction could be performed with as little as 0.02 mol% catalyst and a high turnover number of 2500 is obtained. A wide range of substrates is investigated with satisfactory yields, and good

  容易制备的tetraphosphine Ñ，Ñ，Ñ '，Ñ ' -四（二苯基膦基）-1,2-乙二胺（L1）与[钯（η相关的3 -C 3 H ^ 5）CL] 2为3-吡啶硼酸与杂芳基溴化物的Suzuki-Miyaura偶联提供了一种有效的催化剂。可以用低至0.02 mol％的催化剂进行反应，并获得2500的高周转率。以令人满意的产率研究了多种底物，并显示了与氨基取代的吡啶和未保护的吲哚的良好相容性。该方案也可以成功地用于杂芳基溴化物与3-噻吩硼酸的反应。这种Pd-四膦催化剂可有效抑制杂芳基的中毒作用，并显示出良好的稳定性和寿命。版权所有©2013 John Wiley＆Sons，Ltd.
• New Catalysts for Suzuki−Miyaura Coupling Reactions of Heteroatom-Substituted Heteroaryl Chlorides
  作者：Anil S. Guram、Xiang Wang、Emilio E. Bunel、Margaret M. Faul、Robert D. Larsen、Michael J. Martinelli

  DOI：10.1021/jo070341w

  日期：2007.7.1

  PdCl2PR2(Ph-R‘)}2 complexes, readily prepared from commercial reagents, exhibit unique efficiency as catalysts for the Suzuki−Miyaura coupling reactions of a variety of heteroatom-substituted heteroaryl chlorides with a diverse range of aryl/heteroaryl boronic acids. The coupling reactions catalyzed by the new complexes exhibit high product yields (88−99%) and high catalyst turnover numbers (up to

  易于从商业试剂制备的新型空气稳定的PdCl 2 PR 2（Ph-R'）} 2络合物，作为各种杂原子取代的杂芳基氯化物与多种杂原子取代的Suzuki-Miyaura偶联反应的催化剂，显示出独特的效率。范围的芳基/杂芳基硼酸。新的配合物催化的偶联反应显示出高的产物收率（88-99％）和高的催化剂周转率（最高10000吨）。
• Potassium Channel Inhibitors
  申请人：Bilodeau Mark T.

  公开号：US20100004229A1

  公开（公告）日：2010-01-07

  The present invention relates to pyridin-3-yl pyridin-3-amine compounds and derivatives thereof having the structure formula (I) useful as potassium channel inhibitors to treat cardiac arrhythmias, and the like.

  本发明涉及具有结构式（I）的吡啶-3-基吡啶-3-胺化合物及其衍生物，其可用作钾通道抑制剂，用于治疗心律失常等疾病。