3-(2-pyrimidinyl)quinoline | 569350-79-4

• 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: 3-(2-pyrimidinyl)quinoline
• 英文别名: 3-pyrimidin-2-ylquinoline
• CAS: 569350-79-4
• 化学式: C₁₃H₉N₃
• 分子量: 207.235
• InChiKey: LVFXNYQVXWDLIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 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：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯嘧啶 、 lithium tri(3-quinolinyl)magnesate 在 bis(acetylacetonate)nickel(II) 、 1,3-双(二苯基膦)丙烷 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以32%的产率得到3-(2-pyrimidinyl)quinoline
  参考文献：
  名称：

  First cross-coupling reactions of arylmagnesates: a convenient access to heteroarylquinolines

  摘要：

  2-, 3- and 4-Bromoquinolines were converted to the corresponding lithium tri(quinolyl)magnesates at -10degreesC on treatment with Bu3MgLi in THF. The resulting organomagnesium derivatives were involved in catalyzed cross-coupling reactions with heteroaryl bromides and chlorides to afford functionalized quinolines. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00786-x

文献信息

• Synthesis and reactivity of lithium tri(quinolinyl)magnesates
  作者：Sylvain Dumouchel、Florence Mongin、François Trécourt、Guy Quéguiner

  DOI：10.1016/j.tet.2003.06.001

  日期：2003.10

  2-, 3- and 4-Bromoquinolines, were converted to the corresponding lithium tri(quinolinyl)magnesates at -10degreesC when exposed to Bu3MgLi in THF. The resulting organomagnesium derivatives were quenched with various electrophiles or involved in metal-catalyzed coupling reactions with heteroaryl halides to afford functionalized quinolines. (C) 2003 Elsevier Ltd. All rights reserved.
• ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
  申请人：UNIVERSAL DISPLAY CORPORATION

  公开号：US20220146812A1

  公开（公告）日：2022-05-12

  A compound having a first ligand L A having the Formula: Formula I is disclosed, wherein rings A is a 5- or 6-membered carbocyclic or heterocyclic ring; wherein R A and R B each independently represent mono to the possible maximum number of substitution, or no substitution; wherein Z 1 is carbon or nitrogen; wherein each R A and R B is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; wherein any two substituents are optionally joined or fused into a ring; wherein X 1 to X 4 each independently represent a carbon or nitrogen; wherein at least one of X 1 to X 4 is nitrogen; wherein the ligand L A is coordinated to a metal M; wherein the metal M can be coordinated to other ligands; and wherein the ligand L A is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
• First cross-coupling reactions of arylmagnesates: a convenient access to heteroarylquinolines
  作者：Sylvain Dumouchel、Florence Mongin、François Trécourt、Guy Quéguiner

  DOI：10.1016/s0040-4039(03)00786-x

  日期：2003.5

  2-, 3- and 4-Bromoquinolines were converted to the corresponding lithium tri(quinolyl)magnesates at -10degreesC on treatment with Bu3MgLi in THF. The resulting organomagnesium derivatives were involved in catalyzed cross-coupling reactions with heteroaryl bromides and chlorides to afford functionalized quinolines. (C) 2003 Elsevier Science Ltd. All rights reserved.