2-methoxy-3-vinylquinoline | 850171-39-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-methoxy-3-vinylquinoline
• 英文别名: 3-ethenyl-2-methoxyquinoline
• CAS: 850171-39-0
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: MRVHNGUFRJQLDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxy-3-vinylquinoline 在 palladium diacetate palladium diacetate 、 一氧化碳 、 三乙胺 、 三苯基膦 、 三(邻甲基苯基)磷 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 70.0~100.0 ℃ 、413.68 kPa 条件下， 反应 19.0h， 生成 2-methoxy-3-(5-{[4-(methylsulfonyl)-1-piperazinyl]-methyl}-1H-indol-2-yl)-quinoline
  参考文献：
  名称：

  Synthesis of 5-Substituted-1H-indol-2-yl-1H-quinolin-2-ones:  A Novel Class of KDR Kinase Inhibitors

  摘要：

  A number of approaches for the synthesis of the 1H-indol-2-yl-1H-quinolin-2-one ring system found in the potent and selective KDR kinase inhibitor 1 are described. The preparation and reaction of trimethylsilylnitrobenzene 26 with 2-methoxy-3-quinolinecarboxaldehyde 28 afforded alcohol 30, which was the key intermediate for the preparation of the target compounds. Conversion of alcohol 30 to either nitroketone 36 or nitrostyrene 45 set the stage for reductive cyclization and the formation of indole 25. The quinolin-2-one functionality was unmasked in the last step to provide compound 1 in 56-60% overall yield from readily available starting materials.

  DOI：

  10.1021/jo0480545
• 作为产物：
  描述：

  2-氯-3-喹啉甲醛 在 氢氧化钾 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 2-methoxy-3-vinylquinoline
  参考文献：
  名称：

  Synthesis of 5-Substituted-1H-indol-2-yl-1H-quinolin-2-ones:  A Novel Class of KDR Kinase Inhibitors

  摘要：

  A number of approaches for the synthesis of the 1H-indol-2-yl-1H-quinolin-2-one ring system found in the potent and selective KDR kinase inhibitor 1 are described. The preparation and reaction of trimethylsilylnitrobenzene 26 with 2-methoxy-3-quinolinecarboxaldehyde 28 afforded alcohol 30, which was the key intermediate for the preparation of the target compounds. Conversion of alcohol 30 to either nitroketone 36 or nitrostyrene 45 set the stage for reductive cyclization and the formation of indole 25. The quinolin-2-one functionality was unmasked in the last step to provide compound 1 in 56-60% overall yield from readily available starting materials.

  DOI：

  10.1021/jo0480545

文献信息

• HETEROCYCLIC IONIC LIQUIDS
  申请人：NOHMs Technologies, Inc.

  公开号：US20170305869A1

  公开（公告）日：2017-10-26

  An ionic liquid compound includes an azepanium-functionalized cation. An electrochemical cell electrolyte for an electrical energy storage device includes the ionic liquid compound, aprotic organic solvent, alkali metal salt and an additive.

  一种离子液体化合物包括一个氮杂环庚基功能化的阳离子。一种用于电能存储装置的电解质电池包括该离子液体化合物、无质子有机溶剂、碱金属盐和一种添加剂。
• [EN] MODIFIED IONIC LIQUIDS CONTAINING PHOSPHORUS<br/>[FR] LIQUIDES IONIQUES MODIFIÉS CONTENANT DU PHOSPHORE
  申请人：NOHMS TECH INC

  公开号：WO2017173323A1

  公开（公告）日：2017-10-05

  The present disclosure is directed to a phosphorus-modified ionic liquid compound, the synthesis thereof and an electrochemical cell electrolyte containing the phosphorus-modified ionic liquid compound.

  本公开涉及一种磷改性离子液体化合物，其合成方法以及含有该磷改性离子液体化合物的电化学电池电解质。
• MODIFIED IONIC LIQUIDS CONTAINING TRIAZINE
  申请人：NOHMs Technologies, Inc.

  公开号：US20190020061A1

  公开（公告）日：2019-01-17

  The present disclosure is directed to a triazine-modified ionic liquid compound, the synthesis thereof and an electrochemical cell electrolyte containing the triazine-modified ionic liquid compound.

  本公开涉及一种三嗪改性离子液体化合物，其合成方法以及包含三嗪改性离子液体化合物的电化学电池电解质。
• Modified ionic liquids containing cyclic phosphorus moiety
  申请人：NOHMS Technologies, Inc.

  公开号：US10781225B1

  公开（公告）日：2020-09-22

  The present disclosure is directed to a phosphorus-modified ionic liquid compound, the synthesis thereof and an electrochemical cell electrolyte containing the cyclic phosphorus-modified ionic liquid compound.

  本公开涉及一种磷改性离子液体化合物及其合成方法，以及含有环磷酸改性离子液体化合物的电化学电池电解质。
• Modified Triazine Functional Compounds
  申请人：NOHMs Technologies, Inc.

  公开号：US20190020062A1

  公开（公告）日：2019-01-17

  The present invention is directed towards phosphorous containing flame retarding materials including a triazine moiety and an electrolyte for electrochemical cells containing the same.

  本发明涉及含磷阻燃材料，包括三嗪基团和电解质，用于含有该材料的电化学电池。