ethyl 6-ethoxy-4-trifluoromethylpyridazine-3-carboxylate | 171291-05-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 6-ethoxy-4-trifluoromethylpyridazine-3-carboxylate
• 英文别名: ethyl 6-ethoxy-4-trifluoromethyl-pyridazine-3-carboxylate；Ethyl 6-ethoxy-4-(trifluoromethyl)pyridazine-3-carboxylate
• CAS: 171291-05-7
• 化学式: C₁₀H₁₁F₃N₂O₃
• 分子量: 264.204
• InChiKey: OKWNROPIICSVDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  48-49 °C(Press: 1-2 Torr)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 6-ethoxy-4-trifluoromethylpyridazine-3-carboxylate 、 二溴甲烷 在 2,2,6,6-四甲基哌啶 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.67h， 生成 2,2-dibromo-1-[6-ethoxy-4-trifluoromethyl-pyridazin-3-yl]-ethanone
  参考文献：
  名称：

  [EN] SUBSTITUTED BIARYL QUINOLIN-4-YLAMINE ANALOGUES
  [FR] ANALOGUES DE BIARYL QUINOLINE-4-YLAMINE A SUBSTITUTION

  摘要：

  公开号：

  WO2006042289A3
• 作为产物：
  描述：

  ethyl 2-diazo-3-oxo-4,4,4-trifluorobutyrate 以 乙醚 为溶剂， 反应 24.0h， 生成 ethyl 6-ethoxy-4-trifluoromethylpyridazine-3-carboxylate
  参考文献：
  名称：

  Chemistry of diazocarbonyl compounds: XXX. Development of a synthetic approach to pyridazine structure via wittig reaction of fluoroalkyl-containing diazo keto esters

  摘要：

  3,4,6-Trisubstituted pyridazines were synthesized from fluoroalkyl-containing diazo keto esters in three steps along two different reaction sequences: (1) Wittig, Staudinger, and diaza-Wittig and (2) Staudinger, Wittig, and diaza-Wittig. According to the first of these with the initial Wittig reaction, the yield of the target 4-fluoroalkyl-substituted pyridazines is almost twice as large as in the reaction sequence involving the corresponding N-phosphanylidene derivatives as intermediates. In both sequences, the final steps (synthesis of vinylphosphazenes and the subsequent diaza-Wittig reaction) occurred as a tandem process, and intermediate vinylphosphazenes could not be isolated. Non-fluorinated diazo keto esters and the respective phosphazenes failed to react with alkoxycarbonylmethylidene(triphenyl)phosphoranes under the same conditions.

  DOI：

  10.1134/s1070428007040203

文献信息

• New Trifluoromethylated Pyridazines by Reductive Cyclization of Vinyldiazomethanes Bearing a Carbonyl Group
  作者：Michel Guillaume、Zdenek Janousek、Heinz G. Viehe

  DOI：10.1055/s-1995-4041

  日期：1995.8

  The synthesis of new vinyldiazomethanes from ethyl 2-diazo-4,4,4-trifluoroacetoacetate and Wittig or Horner-Emmons-Wadsworth (HEW) reagents is described. Vinyldiazomethanes which have a double bond bearing a carbonyl group undergo reductive cyclization in the presence of triphenylphosphine providing a new route to the pyridazine chemistry.

  本文描述了从2-重氮-4,4,4-三氟乙酰乙酸乙酯和Wittig或Horner-Emmons-Wadsworth（HEW）试剂合成新的乙烯基重氮甲烷的过程。带有羰基双键的乙烯基重氮甲烷在三苯基膦的存在下发生还原环化反应，为吡嗪化学提供了新的途径。
• Substituted biaryl quinolin-4-ylamine analogues
  申请人：Bakthavatchalam Rajagopal

  公开号：US20060111337A1

  公开（公告）日：2006-05-25

  Substituted biaryl quinolin-4-ylamine analogues of Formula I are provided. Such compounds are ligands that may be used to modulate specific receptor activity in vivo or in vitro, and are particularly useful in the treatment of conditions associated with pathological receptor activation in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for using such compounds to treat such disorders are provided, as are methods for using such ligands for receptor localization studies.

  本发明提供了公式I的取代双芳基喹啉-4-胺类似物。这些化合物是配体，可用于体内或体外调节特定受体活性，并在治疗与人类、家畜伴侣动物和畜牧动物的病理性受体激活相关的疾病方面特别有用。本发明还提供了用于治疗此类疾病的制药组合物和方法，以及用于受体定位研究的这些配体的方法。
• US7935702B2
  申请人：——

  公开号：US7935702B2

  公开（公告）日：2011-05-03
• [EN] SUBSTITUTED BIARYL QUINOLIN-4-YLAMINE ANALOGUES<br/>[FR] ANALOGUES DE BIARYL QUINOLINE-4-YLAMINE A SUBSTITUTION
  申请人：NEUROGEN CORP

  公开号：WO2006042289A3

  公开（公告）日：2006-06-22
• Chemistry of diazocarbonyl compounds: XXX. Development of a synthetic approach to pyridazine structure via wittig reaction of fluoroalkyl-containing diazo keto esters
  作者：S. V. Galiullina、V. M. Zakharova、G. P. Kantin、V. A. Nikolaev

  DOI：10.1134/s1070428007040203

  日期：2007.4

  3,4,6-Trisubstituted pyridazines were synthesized from fluoroalkyl-containing diazo keto esters in three steps along two different reaction sequences: (1) Wittig, Staudinger, and diaza-Wittig and (2) Staudinger, Wittig, and diaza-Wittig. According to the first of these with the initial Wittig reaction, the yield of the target 4-fluoroalkyl-substituted pyridazines is almost twice as large as in the reaction sequence involving the corresponding N-phosphanylidene derivatives as intermediates. In both sequences, the final steps (synthesis of vinylphosphazenes and the subsequent diaza-Wittig reaction) occurred as a tandem process, and intermediate vinylphosphazenes could not be isolated. Non-fluorinated diazo keto esters and the respective phosphazenes failed to react with alkoxycarbonylmethylidene(triphenyl)phosphoranes under the same conditions.