ethyl 2-methyl-5H-chromeno[3,4-c]pyridine-1-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: ethyl 2-methyl-5H-chromeno[3,4-c]pyridine-1-carboxylate
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: WHTBIMZJYSSQKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-chloro-2H-chromene-3-carbaldehyde 、 (E)-3-氨基巴豆酸乙酯 以 甲醇 为溶剂， 反应 6.0h， 以85%的产率得到ethyl 2-methyl-5H-chromeno[3,4-c]pyridine-1-carboxylate
  参考文献：
  名称：

  A Facile Synthesis of Ethyl-2-Methyl-5h-Chromeno[3,4-c]Pyridine-1-Carboxylates

  摘要：

  4-Chloro-2H-3-chromene carbaldehydes (2a-i) on reaction with ethyl-3-aminocrotonate 3 gives ethyl-2-methyl-5H-chromeno[3,4-c]pyridine-1-carboxylates 4a-i in good yields.

  DOI：

  10.1080/00397910008087128

文献信息

• Condensation of 4-chloro-2<i>H</i>-chromene-3-carbaldehydes and ethyl-3-aminocrotonates with <i>p</i>-TsOH: a facile approach for the synthesis of chromenyldihydropyridines
  作者：Shravani Madhunala、Siva Hariprasad Kurma、Varsha Reddy Etikala、China Raju Bhimapaka

  DOI：10.1080/00397911.2019.1631850

  日期：2019.10.2

  The investigated reaction of 4-chloro-2H-chromene-3-carbaldehyde 1a with ethyl 3-oxobutanoate 2a in the presence of ammonium acetate provided two compounds, 2H-chromenyldihydropyridine dicarboxylate 3a and chromenopyridine carboxylate 4a. However, the reaction of 1a with ethyl-3-aminocrotonate 5a in the presence of p-TsOH provided selectively 2H-chromenyldihydropyridine dicarboxylate 3a with very good yield. The established method was applied for the preparation of series of 2H-chromenyldihydropyridine dicarboxylates 3a-q.