6-ethoxycarbonyl-5-phenyl-2-(2'-pyridyl)-3,4-cyclopentenopyridine | 453557-01-2

• 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: 6-ethoxycarbonyl-5-phenyl-2-(2'-pyridyl)-3,4-cyclopentenopyridine
• 英文别名: ethyl 4-phenyl-1-pyridin-2-yl-6,7-dihydro-5H-cyclopenta[c]pyridine-3-carboxylate
• CAS: 453557-01-2
• 化学式: C₂₂H₂₀N₂O₂
• 分子量: 344.413
• InChiKey: JMTPQRONDFDYBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-ethoxycarbonyl-5-phenyl-2-(2'-pyridyl)-3,4-cyclopentenopyridine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以75%的产率得到6-hydroxymethyl-5-phenyl-2-(2'-pyridyl)-3,4-cyclopentenopyridine
  参考文献：
  名称：

  Kozhevnikov, Dmitry N.; Kozhevnikov, Valery N.; Nikitina, Tatiana V., Mendeleev Communications, 2002, vol. 12, # 1, p. 30 - 32

  摘要：

  DOI：
• 作为产物：
  描述：

  6-cyano-5-phenyl-2-(2'-pyridyl)-3,4-cyclopentenopyridine 在 盐酸 、 氯化亚砜 、 硫酸 作用下， 反应 21.0h， 生成 6-ethoxycarbonyl-5-phenyl-2-(2'-pyridyl)-3,4-cyclopentenopyridine
  参考文献：
  名称：

  Kozhevnikov, Dmitry N.; Kozhevnikov, Valery N.; Nikitina, Tatiana V., Mendeleev Communications, 2002, vol. 12, # 1, p. 30 - 32

  摘要：

  DOI：

文献信息

• Kozhevnikov, Dmitry N.; Kozhevnikov, Valery N.; Nikitina, Tatiana V., Mendeleev Communications, 2002, vol. 12, # 1, p. 30 - 32
  作者：Kozhevnikov, Dmitry N.、Kozhevnikov, Valery N.、Nikitina, Tatiana V.、Rusinov, Vladimir L.、Chupakhin, Oleg N.、Neunhoeffer, Hans

  DOI：——

  日期：——
• A Versatile Strategy for the Synthesis of Functionalized 2,2‘-Bi- and 2,2‘:6‘,2‘ ‘-Terpyridines <i>via</i> Their 1,2,4-Triazine Analogues
  作者：Valery N. Kozhevnikov、Dmitry N. Kozhevnikov、Tatiana V. Nikitina、Vladimir L. Rusinov、Oleg N. Chupakhin、Manfred Zabel、Burkhard König

  DOI：10.1021/jo0267955

  日期：2003.4.1

  A general synthetic route for the synthesis of functionalized bi- and terpyridines is reported. Functionalized 1,2,4-triazene 4-oxides 7 and 8-obtained from the reaction of hydrazones 1 with pyridine aldehydes and followed by oxidation-are functionalized by introduction of a cyano group via nucleophilic aromatic substitution. The thus-obtained 5-cyano-1,2,4-triazines 9 and 10 undergo facile inverse-electron-demand Diels-Alder reactions with enamines and alkenes to yield functionalized bi- and terpyridines, respectively. The substituent at position 6 of the 1,2,4-triazene 4-oxides must be aromatic or heteroaromatic in order to allow their facile synthesis, but other substituents and reagents may vary. Each step of the synthetic route allows diversification, which makes the approach particularly useful for the facile synthesis of a large variety of functionalized bi- and terpyridines.