6-Piperidino-chinolin | 1605-50-1

• 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: 6-Piperidino-chinolin
• 英文别名: 6-(piperidin-1yl)quinoline；6-piperidino-quinoline；6-Piperidin-1-ylquinoline
• CAS: 1605-50-1
• 化学式: C₁₄H₁₆N₂
• mdl: MFCD22083345
• 分子量: 212.294
• InChiKey: CNKINVQRDCCBJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.357
• 拓扑面积：
  16.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  哌啶 、 6-甲氧基喹啉 在 bis(1,5-cyclooctadiene)nickel (0) 、 sodium t-butanolate 、 1,3-双(2,6-二异丙基苯基)氯化咪唑鎓 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以78%的产率得到6-Piperidino-chinolin
  参考文献：
  名称：

  Ni(0)/NHC-catalyzed amination of N-heteroaryl methyl ethers through the cleavage of carbon‒oxygen bonds

  摘要：

  Ni(0)/NHC-based catalyst system can promote the amination of N-heteroaryl methyl ethers via the cleavage of normally unreactive carbon oxygen bonds. Electron-deficient N-heteroarenes including pyridine, quinoline, isoquinoline, and quinoxaline undergo amination to afford aminopyridine and related heteroarenes, which constitute an important class of compounds. (C)2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.005

文献信息

• CuI/2-Aminopyridine 1-Oxide Catalyzed Amination of Aryl Chlorides with Aliphatic Amines
  作者：Wenjie Liu、Jiamin Xu、Xiahong Chen、Fuxing Zhang、Zhifeng Xu、Deping Wang、Yongqiang He、Xiaohong Xia、Xin Zhang、Yun Liang

  DOI：10.1021/acs.orglett.0c02672

  日期：2020.10.2

  to be effective ligands for the Cu-catalyzed amination of less reactive (hetero)aryl chlorides. A wide range of functionalized (hetero)aryl chlorides reacted with various aliphatic amines to afford the desired products in good to excellent yields under the catalyst of CuI/2-aminopyridine 1-oxides. Furthermore, the catalyst system worked well for the coupling of cyclic secondary amines and N-methyl benzylamine

  发现一类2-氨基吡啶1-氧化物是用于铜反应性较低的（杂）芳基氯化物的铜催化胺化的有效配体。在CuI / 2-氨基吡啶1-氧化物的催化剂下，各种官能化的（杂）芳基氯化物与各种脂族胺反应，以良好或优异的收率提供所需的产物。此外，该催化剂体系对于环状仲胺和N-甲基苄基胺与（杂）芳基氯化物的偶联作用良好。
• Halogen Reactivities. III. Kinetic Study of Displacement Reactions of Haloquinolines with Piperidine
  作者：K. R. Brower、W. P. Samuels、J. W. Way、E. D. Amstutz

  DOI：10.1021/jo50018a004

  日期：1953.12.1
• HOLLYWOOD, F.;NAY, B.;SCRIVEN, E. F. V.;SUSCHITZKY, H.;KHAN, ZAFAR, U.;HU+, J. CHEM. SOC. PERKIN TRANS., 1982, N 2, 421-429
  作者：HOLLYWOOD, F.、NAY, B.、SCRIVEN, E. F. V.、SUSCHITZKY, H.、KHAN, ZAFAR, U.、HU+

  DOI：——

  日期：——
• Ni(0)/NHC-catalyzed amination of N-heteroaryl methyl ethers through the cleavage of carbon‒oxygen bonds
  作者：Mamoru Tobisu、Ayaka Yasutome、Ken Yamakawa、Toshiaki Shimasaki、Naoto Chatani

  DOI：10.1016/j.tet.2012.04.005

  日期：2012.7

  Ni(0)/NHC-based catalyst system can promote the amination of N-heteroaryl methyl ethers via the cleavage of normally unreactive carbon oxygen bonds. Electron-deficient N-heteroarenes including pyridine, quinoline, isoquinoline, and quinoxaline undergo amination to afford aminopyridine and related heteroarenes, which constitute an important class of compounds. (C)2012 Elsevier Ltd. All rights reserved.