6-methyl-3,3'-bipyridine | 78210-83-0

• 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: 6-methyl-3,3'-bipyridine
• 英文别名: 2-Methyl-5-pyridin-3-ylpyridine
• CAS: 78210-83-0
• 化学式: C₁₁H₁₀N₂
• 分子量: 170.214
• InChiKey: WDWSGRUKYZNPDY-UHFFFAOYSA-N

物化性质

• 沸点：
  304.6±27.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methyl-3,3'-bipyridine 、 N,N-二甲基甲酰胺 在 lithium diisopropyl amide 作用下， 生成 2-(5-pyridin-3-ylpyridin-2-yl)acetaldehyde
  参考文献：
  名称：

  Biaryl and heteroaryl derivatives of SCH 58261 as potent and selective adenosine A2A receptor antagonists

  摘要：

  SCH 58261 is a reported adenosine A(2A) receptor antagonist, which is active in rat in vivo models of Parkinson's Disease upon ip administration. However, it has poor selectivity versus the A(1) receptor and does not demonstrate oral activity. We report the design and synthesis of biaryl and heteroaryl analogs of SCH 58261 which improve the A(2A) receptor binding selectivity as well as the pharmacokinetic properties of SCH 58261. In particular, the quinoline 25 has excellent A(2A) receptor in vitro binding affinity and selectivity, sustained rat plasma levels upon oral dosing, and is active orally in a rat behavioral assay. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.074
• 作为产物：
  描述：

  3-吡啶硼酸 、 6-甲基-3-吡啶 三氟甲烷磺酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 16.0h， 生成 6-methyl-3,3'-bipyridine
  参考文献：
  名称：

  Biaryl and heteroaryl derivatives of SCH 58261 as potent and selective adenosine A2A receptor antagonists

  摘要：

  SCH 58261 is a reported adenosine A(2A) receptor antagonist, which is active in rat in vivo models of Parkinson's Disease upon ip administration. However, it has poor selectivity versus the A(1) receptor and does not demonstrate oral activity. We report the design and synthesis of biaryl and heteroaryl analogs of SCH 58261 which improve the A(2A) receptor binding selectivity as well as the pharmacokinetic properties of SCH 58261. In particular, the quinoline 25 has excellent A(2A) receptor in vitro binding affinity and selectivity, sustained rat plasma levels upon oral dosing, and is active orally in a rat behavioral assay. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.074

文献信息

• A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates
  作者：Kai Kang、Nathan L. Loud、Tarah A. DiBenedetto、Daniel J. Weix

  DOI：10.1021/jacs.1c10907

  日期：2021.12.29

  medicine and materials science, the synthesis of biheteroaryls by cross-coupling remains challenging. We describe here a new, general approach to biheteroaryls: the Ni- and Pd-catalyzed multimetallic cross-Ullmann coupling of heteroaryl halides with triflates. An array of 5-membered, 6-membered, and fused heteroaryl bromides and chlorides, as well as aryl triflates derived from heterocyclic phenols,

  尽管它们对医学和材料科学很重要，但通过交叉偶联合成双杂芳基仍然具有挑战性。我们在这里描述了一种新的、通用的双杂芳基方法：杂芳基卤化物与三氟甲磺酸酯的 Ni 和 Pd 催化的多金属交叉 Ullmann 偶联。一系列 5 元、6 元和稠合杂芳基溴化物和氯化物，以及衍生自杂环酚的芳基三氟甲磺酸酯，被证明是该反应中可行的底物（62 个示例，平均产率为 63 ± 17%）。这种方法对双杂芳基的普遍性在 10 μmol 规模的 96 孔板格式中得到进一步证明。一组 96 种可能的产品在一组条件下提供了 >90% 的命中率。此外，可以使用配体、添加剂和还原剂的单个“工具箱板”快速优化低产率组合。
• ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Kwansei Gakuin Educational Foundation

  公开号：US20190312207A1

  公开（公告）日：2019-10-10

  Provided is an organic electroluminescent element having optimal light emission characteristics. The above problem is solved by an organic electroluminescent element having a light emitting layer containing a compound of formula (1) or a multimer compound having a plurality of structures of formula (1), and a compound of formula (2A) or (2B) in formula (1), ring A, ring B, and ring C each represent an aryl ring or the like, X 1 and X 2 each represent >O or >N—R, and the R represents an aryl or the like, and in formula (2A) or (2B), X represents an aryl or the like, and Z represents a single bond, a divalent group, or the like.

  提供的是具有最佳光发射特性的有机电致发光元件。上述问题通过具有包含化合物的发光层的有机电致发光元件得到解决，该化合物具有式（1）或具有多个式（1）结构的多聚物化合物，以及式（1）中的化合物（2A）或（2B），其中，环A、环B和环C分别代表芳基环等，X1和X2分别代表> O或> N-R，R代表芳基等，在式（2A）或（2B）中，X代表芳基等，Z代表单键、二价基团等。
• POLYCYCLIC AROMATIC COMPOUND, MATERIAL FOR AN ORGANIC DEVICE, ORGANIC ELECTROLUMINESCENT ELEMENT, DISPLAY APPARATUS AND LIGHTING APPARATUS
  申请人：Kwansei Gakuin Educational Foundation

  公开号：US20200207787A1

  公开（公告）日：2020-07-02

  A polycyclic aromatic compound in which a plurality of aromatic rings are connected by a boron atom and an oxygen atom, a sulfur atom or a selenium atom and substituted by a specific aryl such as anthracene, is useful as a material for an organic device. By the polycyclic aromatic compound, an organic EL device having at least one of efficiency and device life can be provided.

  一种多环芳香化合物，其中多个芳香环通过硼原子和氧原子、硫原子或硒原子连接，并以特定的芳基（如蒽）取代，可用作有机器件的材料。通过这种多环芳香化合物，可以提供至少在效率和器件寿命方面具有优势的有机EL器件。
• ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Display Co., Ltd.

  公开号：US20200055886A1

  公开（公告）日：2020-02-20

  Provided are an organometallic compound and an organic light-emitting device including the same.

  提供了一种有机金属化合物和包括该化合物的有机发光器件。
• Organic light-emitting device
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US11056664B2

  公开（公告）日：2021-07-06

  An organic light-emitting device includes a first electrode and a second electrode facing the first electrode. An organic layer is disposed between the first electrode and the second electrode. The organic layer includes an emission layer, a first compound and a second compound.

  一个有机发光器件包括一个第一电极和一个朝向第一电极的第二电极。有机层位于第一电极和第二电极之间。有机层包括一个发射层，一个第一化合物和一个第二化合物。