4-(piperidin-1-yl)quinoline | 14157-04-1

• 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: 4-(piperidin-1-yl)quinoline
• 英文别名: 4-piperidin-1-yl-quinoline；4-piperidino-quinoline；4-Piperidino-chinolin；4-(1-Piperidinyl)quinoline；4-piperidin-1-ylquinoline
• CAS: 14157-04-1
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: AQJALGZGTTYCSA-UHFFFAOYSA-N

物化性质

• 熔点：
  86-86.5 °C
• 沸点：
  372.8±15.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-硝基喹啉-N-氧化物 在 三氯氧磷 作用下， 生成 4-(piperidin-1-yl)quinoline
  参考文献：
  名称：

  RECENT JAPANESE WORK ON THE CHEMISTRY OF PYRIDINE 1-OXIDE AND RELATED COMPOUNDS¹

  摘要：

  DOI：

  10.1021/jo01133a010

文献信息

• Amination of Phosphorodiamidate-Substituted Pyridines and Related <i>N</i>-Heterocycles with Magnesium Amides
  作者：Moritz Balkenhohl、Benjamin Heinz、Thomas Abegg、Paul Knochel

  DOI：10.1021/acs.orglett.8b03698

  日期：2018.12.21

  The amination of various phosphorodiamidate-substituted pyridines, quinolines, and quinoxaline with magnesium amides R2NMgCl·LiCl proceeds at room temperature within 8 h. Several pharmaceutically active amines were suitable substrates for this amination procedure, and also the antihistaminic tripelennamine was prepared. Additionally, several heterocyclic phosphorodiamidates underwent directed ortho-metalation

  各种二氨基磷酸酯基取代的吡啶，喹啉，并用镁酰胺喹喔啉的胺化- [R 2个8小时内于室温下NMgCl·LiCl前进。几种药物活性胺是用于该胺化程序的合适底物，并且还制备了抗组胺的三烯胺。另外，使用TMPMgCl·LiCl（TMP = 2,2,6,6-四甲基哌啶基）或TMP 2 Mg·2LiCl对几种杂环二氨基氨基磷酸酯进行定向邻位金属化（D o M），然后在胺化步骤之前进行亲电子官能化，导致邻官能化的胺化N-杂环。
• A Convenient Synthesis of Nitrogen-Containing Heterocycles Bearing Amino Substituents from Heteroaryl Triflates
  作者：Sandro Cacchi、Antonella Carangio、Giancarlo Fabrizi、Leonardo Moro、Paola Pace

  DOI：10.1055/s-1997-1041

  日期：——

  Nitrogen-containing heterocycles bearing amino substituents were prepared by the reaction of the corresponding nitrogen-containing heteroaryl triflates with amines. The reaction affords good results with primary and secondary amines, and with aliphatic and aromatic amines. The whole triflation/amination process can also be conducted as a one-pot operation.

  含有氨基取代基的含氮杂环化合物通过相应含氮杂芳基三氟甲磺酸盐与胺的反应制备得到。该反应在伯胺和仲胺以及脂肪胺和芳香胺中均取得了良好结果。整个三氟甲磺酰化/胺化过程亦可作为一步操作进行。
• Electron‐Rich Silicon Containing Phosphinanes for Rapid Pd‐Catalyzed C−X Coupling Reactions**
  作者：Sabrina Kräh、Iris Kachel、Oliver Trapp

  DOI：10.1002/cctc.202200734

  日期：2022.8.19

  Ligand design: Electron-rich silicon containing phosphinanes overcome harsh reaction conditions and long reaction times in Pd-catalyzed coupling of heterocycles. The presented new ligand design based on silicon containing phosphacycles enable rapid C−C and C−N coupling of heteroatom-containing substrates under mild conditions with excellent yields.

  配体设计：富含电子的含硅膦克服了 Pd 催化的杂环偶联反应中的苛刻反应条件和较长的反应时间。所提出的基于含硅磷环的新配体设计能够在温和条件下以优异的产率快速实现含杂原子底物的 C-C 和 C-N 偶联。
• Complex base-induced generation of 3,4-dehydroquinoline: a new access to quinoline derivatives
  作者：Stéphanie Blanchard、Gérald Guillaumet、Paul Caubère

  DOI：10.1016/s0040-4039(01)01339-9

  日期：2001.10

  3,4-Dehydroquinoline was easily generated from 3-bromoquinoline and a complex base NaNH2-tBuONa. Nucleophilic condensation of amines and thiolates were performed in good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.
• 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