Tert-butyl 4-cyano-4-(4-fluoro-5-triethylsilylpyridin-2-yl)piperidine-1-carboxylate | 1196973-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: Tert-butyl 4-cyano-4-(4-fluoro-5-triethylsilylpyridin-2-yl)piperidine-1-carboxylate
• CAS: 1196973-47-3
• 化学式: C₂₂H₃₄FN₃O₂Si
• 分子量: 419.615
• InChiKey: VMIRAGJUDJAECV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  66.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-chloro-4-fluoro-5-(triethylsilyl)pyridine 、 N-Boc-4-氰基哌啶 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 以51%的产率得到Tert-butyl 4-cyano-4-(4-fluoro-5-triethylsilylpyridin-2-yl)piperidine-1-carboxylate
  参考文献：
  名称：

  Preparation of 4-heteroaryl-4-cyanopiperidines via SNAr substitution reactions

  摘要：

  The scope and limitations of SNAr substitution reactions of metalated 4-cyanopiperidines with heterocyclic halides were explored. These facile reactions provide rapid access to a wide range of 4-heteroaryl-4-cyanopiperidines and have resulted in improved yields, faster reaction times, and lower temperatures than previously published synthetic methods. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.123

文献信息

• Preparation of 4-heteroaryl-4-cyanopiperidines via SNAr substitution reactions
  作者：Ronald K. Chang、Christina N. Di Marco、Daniel R. Pitts、Thomas J. Greshock、Scott D. Kuduk

  DOI：10.1016/j.tetlet.2009.08.123

  日期：2009.11

  The scope and limitations of SNAr substitution reactions of metalated 4-cyanopiperidines with heterocyclic halides were explored. These facile reactions provide rapid access to a wide range of 4-heteroaryl-4-cyanopiperidines and have resulted in improved yields, faster reaction times, and lower temperatures than previously published synthetic methods. (C) 2009 Elsevier Ltd. All rights reserved.