3,4-difluoro-N-(p-tolyl)aniline | 1170297-96-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,4-difluoro-N-(p-tolyl)aniline
• 英文别名: 3,4-difluoro-N-(4-methylphenyl)aniline
• CAS: 1170297-96-7
• 化学式: C₁₃H₁₁F₂N
• 分子量: 219.234
• InChiKey: JJOMYEYPQZABMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三光气 、 3,4-difluoro-N-(p-tolyl)aniline 在 三乙胺 作用下， 以 氯仿 为溶剂， 生成
  参考文献：
  名称：

  Discovery of novel spiro-piperidine derivatives as highly potent and selective melanin-concentrating hormone 1 receptor antagonists

  摘要：

  Optimization of high-throughput screening hit 1a led to the identification of a novel spiro-piperidine class of melanin-concentrating hormone 1 receptor (MCH-1R) antagonists. Compound 3c was identified as a highly potent and selective MCH-1R antagonist, which has an IC50 value of 0.09 nM at hMCH-1R. The synthesis and structure-activity relationships of the novel spiro-piperidine MCH-1R antagonists are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.016
• 作为产物：
  描述：

  4-甲苯硼酸 、 3,4-二氟苯胺 在 copper (II) acetate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 生成 3,4-difluoro-N-(p-tolyl)aniline
  参考文献：
  名称：

  Discovery of novel spiro-piperidine derivatives as highly potent and selective melanin-concentrating hormone 1 receptor antagonists

  摘要：

  Optimization of high-throughput screening hit 1a led to the identification of a novel spiro-piperidine class of melanin-concentrating hormone 1 receptor (MCH-1R) antagonists. Compound 3c was identified as a highly potent and selective MCH-1R antagonist, which has an IC50 value of 0.09 nM at hMCH-1R. The synthesis and structure-activity relationships of the novel spiro-piperidine MCH-1R antagonists are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.016

文献信息

• Pyridine-Catalyzed Double C-N Coupling Reaction of an Isocyanate with Two Benzynes
  作者：Yi-Hsien Lee、Yen-Chung Chen、Jen-Chieh Hsieh

  DOI：10.1002/ejoc.201101251

  日期：2012.1

  A pyridine-catalyzed double C–N bond cross-coupling reaction involving two benzynes with an isocyanate was carried out. The coupling reaction proceeded through a unique pathway involving the formation of an unstable carbamic acid intermediate and facile decarboxylation. Subsequent nucleophilic addition/protonation of in situ prepared amines with benzynes afforded variously substituted diaryl- and triarylamines

  进行了吡啶催化的双 C-N 键交叉偶联反应，涉及两个苄与异氰酸酯。偶联反应通过一条独特的途径进行，包括不稳定氨基甲酸中间体的形成和脱羧反应。随后用苄对原位制备的胺进行亲核加成/质子化，以中等至良好的产率提供各种取代的二芳基胺和三芳基胺，并具有多种官能团的耐受性。