ethyl 3-(3-methoxyphenyl)-5-trifluoromethyl-1,2,4-triazine-6-carboxylate | 1354700-39-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 3-(3-methoxyphenyl)-5-trifluoromethyl-1,2,4-triazine-6-carboxylate
• 英文别名: Ethyl 3-(3-methoxyphenyl)-5-(trifluoromethyl)-1,2,4-triazine-6-carboxylate
• CAS: 1354700-39-2
• 化学式: C₁₄H₁₂F₃N₃O₃
• 分子量: 327.263
• InChiKey: MOROMOJGKQKVKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 3-(3-methoxyphenyl)-5-trifluoromethyl-1,2,4-triazine-6-carboxylate 在 2,5-降冰片二烯 作用下， 以 氯苯 为溶剂， 反应 5.0h， 以86%的产率得到ethyl 6-(3-methoxyphenyl)-2-trifluoromethylnicotinate
  参考文献：
  名称：

  Diverse Trifluoromethyl Heterocycles from a Single Precursor

  摘要：

  Ethyl 2-diazo-4,4,4-trifluoro-3-oxobutanoate is a highly versatile intermediate for the synthesis of a wide range of trifluoromethyl heterocycles. With the use of rhodium(II) or copper(II) catalyzed carbene X-H insertion reactions as key steps, a diverse set of trifluoromethyl-oxazoles, -thiazoles, -imidazoles, -1,2,4-triazines, and -pyridines are available from the diazoketoester, either directly in a single step or with just one additional step.

  DOI：

  10.1021/jo202201w
• 作为产物：
  描述：

  ethyl 2-diazo-3-oxo-4,4,4-trifluorobutyrate 、 3-甲氧基苯-1-碳酰肼 在 copper diacetate 、 ammonium acetate 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以35%的产率得到ethyl 3-(3-methoxyphenyl)-5-trifluoromethyl-1,2,4-triazine-6-carboxylate
  参考文献：
  名称：

  Diverse Trifluoromethyl Heterocycles from a Single Precursor

  摘要：

  Ethyl 2-diazo-4,4,4-trifluoro-3-oxobutanoate is a highly versatile intermediate for the synthesis of a wide range of trifluoromethyl heterocycles. With the use of rhodium(II) or copper(II) catalyzed carbene X-H insertion reactions as key steps, a diverse set of trifluoromethyl-oxazoles, -thiazoles, -imidazoles, -1,2,4-triazines, and -pyridines are available from the diazoketoester, either directly in a single step or with just one additional step.

  DOI：

  10.1021/jo202201w

文献信息

• Diverse Trifluoromethyl Heterocycles from a Single Precursor
  作者：Mark A. Honey、Raffaele Pasceri、William Lewis、Christopher J. Moody

  DOI：10.1021/jo202201w

  日期：2012.2.3

  Ethyl 2-diazo-4,4,4-trifluoro-3-oxobutanoate is a highly versatile intermediate for the synthesis of a wide range of trifluoromethyl heterocycles. With the use of rhodium(II) or copper(II) catalyzed carbene X-H insertion reactions as key steps, a diverse set of trifluoromethyl-oxazoles, -thiazoles, -imidazoles, -1,2,4-triazines, and -pyridines are available from the diazoketoester, either directly in a single step or with just one additional step.