4-cyanopyridin-3-yl benzoate | 1446357-60-3

• 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: 4-cyanopyridin-3-yl benzoate
• 英文别名: (4-Cyanopyridin-3-yl) benzoate；(4-cyanopyridin-3-yl) benzoate
• CAS: 1446357-60-3
• 化学式: C₁₃H₈N₂O₂
• 分子量: 224.219
• InChiKey: HJFFVMJARJGAII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯甲酰氯 、 3-羟基异烟酰胺 以 甲苯 为溶剂， 反应 0.25h， 以58%的产率得到4-cyanopyridin-3-yl benzoate
  参考文献：
  名称：

  Expeditive Access to 2-Substituted 4H-Pyrido[1,3]oxazin-4-ones via an Intramolecular O-Arylation

  摘要：

  Unreported 2-substituted 4H-pyrido[e][1,3]oxazin-4-ones are synthesized via an unprecedented intramolecular O-arylation of N-aroyl- and N-heteroaroyl-(iso)nicotinamides under microwave irradiations, in good to excellent yields. The broad applicability was demonstrated by 24 examples with a variety of substituents at the 2-position of the final compounds and 3 possible positions for the nitrogen atom of the pyridine ring. In addition, transformation of one of these compounds into 2-hydroxypyridyl-substituted 1,2,4-triazole and 1,2,4-oxazinone was realized. This approach opens a rapid access to a new bicyclic heteroaromatic chemical series with high potential in medicinal chemistry.

  DOI：

  10.1021/ol401516e

文献信息

• Expeditive Access to 2-Substituted 4<i>H</i>-Pyrido[1,3]oxazin-4-ones <i>via</i> an Intramolecular O-Arylation
  作者：Franck Slowinski、Omar Ben Ayad、Ozge Ziyaret、Candice Botuha、Laetitia Le Falher、Kamel Aouane、Serge Thorimbert

  DOI：10.1021/ol401516e

  日期：2013.7.19

  Unreported 2-substituted 4H-pyrido[e][1,3]oxazin-4-ones are synthesized via an unprecedented intramolecular O-arylation of N-aroyl- and N-heteroaroyl-(iso)nicotinamides under microwave irradiations, in good to excellent yields. The broad applicability was demonstrated by 24 examples with a variety of substituents at the 2-position of the final compounds and 3 possible positions for the nitrogen atom of the pyridine ring. In addition, transformation of one of these compounds into 2-hydroxypyridyl-substituted 1,2,4-triazole and 1,2,4-oxazinone was realized. This approach opens a rapid access to a new bicyclic heteroaromatic chemical series with high potential in medicinal chemistry.