Ethyl 2-(5-methyl-2-oxopyridin-1-yl)propanoate | 1446704-84-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ethyl 2-(5-methyl-2-oxopyridin-1-yl)propanoate
• CAS: 1446704-84-2
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: KWJXQBIVCIUASE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟基-5-甲基嘧啶 、 乳酸乙酯 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 Ethyl 2-[(5-methylpyridin-2-yl)oxy]propanoate 、 Ethyl 2-(5-methyl-2-oxopyridin-1-yl)propanoate
  参考文献：
  名称：

  A comparison of N- versus O-alkylation of substituted 2-pyridones under Mitsunobu conditions

  摘要：

  2-Pyridones are well-known ambident nucleophiles which are capable of reacting with electrophiles through either the nitrogen or oxygen atom to form N-alkyl-2-pyridones or 2-alkoxypyridines, respectively. It has been shown that the ratio of these products can be affected by a number of factors including the nature of the electrophile, the base used for deprotonation, and the solvent. We have now discovered a relationship between the ratio of N- and O-alkylation products and the nature of substituents on the pyridone ring when the Mitsunobu reaction is used to alkylate 2-pyridones. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.054