3-carboxy-2-phenyl-6-trifluoromethyl pyridine | 149770-28-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-carboxy-2-phenyl-6-trifluoromethyl pyridine
• 英文别名: 2-phenyl-6-(trifluoromethyl)nicotinic acid；2-Phenyl-6-(trifluoromethyl)-3-pyridinecarboxylic acid；2-phenyl-6-(trifluoromethyl)pyridine-3-carboxylic acid
• CAS: 149770-28-5
• 化学式: C₁₃H₈F₃NO₂
• 分子量: 267.207
• InChiKey: KKSJKXXGVWEDAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 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：
  50.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-carboxy-2-phenyl-6-trifluoromethyl pyridine 在 氯化亚砜 、 sodium azide 作用下， 以 苯 为溶剂， 反应 1.25h， 生成 2-Phenyl-6-trifluoromethyl-nicotinoyl azide
  参考文献：
  名称：

  Reactivity in [4+2] cycloadditions of new 4-trifluoromethyl-1,3-oxazin-6-ones: Access to functionalized 2-trifluoromethyl pyridines

  摘要：

  Recently discovered 4-trifluoromethyl-1,3-oxazin-6-ones react with electron-poor dienophiles as 2-aza-1,3-dienes in Diels-Alder cycloadditions to give new 2-trifluoromethyl pyridines (3a-d, 4a-c). Regioselectivity is excellent in the case of unsymmetrical dienophiles. These new pyridines permit further useful transformations.

  DOI：

  10.1002/prac.19933350106
• 作为产物：
  描述：

  乙基2-苯基-6-(三氟甲基)烟酸酯 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以98%的产率得到3-carboxy-2-phenyl-6-trifluoromethyl pyridine
  参考文献：
  名称：

  Reactivity in [4+2] cycloadditions of new 4-trifluoromethyl-1,3-oxazin-6-ones: Access to functionalized 2-trifluoromethyl pyridines

  摘要：

  Recently discovered 4-trifluoromethyl-1,3-oxazin-6-ones react with electron-poor dienophiles as 2-aza-1,3-dienes in Diels-Alder cycloadditions to give new 2-trifluoromethyl pyridines (3a-d, 4a-c). Regioselectivity is excellent in the case of unsymmetrical dienophiles. These new pyridines permit further useful transformations.

  DOI：

  10.1002/prac.19933350106

文献信息

• Pyridine based compounds useful as intermediates for pharmaceutical or agricultural end-products
  申请人：Fisher Raymond

  公开号：US20090137558A1

  公开（公告）日：2009-05-28

  The present invention relates to substituted pyridine compounds of Formula (I) and derivatives thereof, and to a process for preparing these substituted pyridines. The invention also relates to the use of the substituted pyridines as intermediates in the production of pharmaceutical, chemical and agro-chemical products.

  本发明涉及式（I）的取代吡啶化合物及其衍生物，以及制备这些取代吡啶的过程。本发明还涉及将这些取代吡啶作为制药、化学和农业化学产品生产中间体的用途。
• Reactivity in [4+2] cycloadditions of new 4-trifluoromethyl-1,3-oxazin-6-ones: Access to functionalized 2-trifluoromethyl pyridines
  作者：Fran�ois Evariste、Zdenek Janousek、Christian Maliverney、Robert Mer�nyi、Heinz G. Viehe

  DOI：10.1002/prac.19933350106

  日期：——

  Recently discovered 4-trifluoromethyl-1,3-oxazin-6-ones react with electron-poor dienophiles as 2-aza-1,3-dienes in Diels-Alder cycloadditions to give new 2-trifluoromethyl pyridines (3a-d, 4a-c). Regioselectivity is excellent in the case of unsymmetrical dienophiles. These new pyridines permit further useful transformations.