ethyl 5-cyano-6-methoxy-2-methyl-4-phenylnicotinate | 78942-32-2

• 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: ethyl 5-cyano-6-methoxy-2-methyl-4-phenylnicotinate
• 英文别名: Ethyl 5-cyano-6-methoxy-2-methyl-4-phenylpyridine-3-carboxylate
• CAS: 78942-32-2
• 化学式: C₁₇H₁₆N₂O₃
• 分子量: 296.326
• InChiKey: JKWJBTARFOXBHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  72.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-苯亚甲基乙酰乙酸乙酯 在 乙酸铵 、 sodium hydroxide 作用下， 反应 11.0h， 生成 ethyl 5-cyano-6-methoxy-2-methyl-4-phenylnicotinate
  参考文献：
  名称：

  Elkasaby, M. A.; Elshahed, F., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 5, p. 428 - 431

  摘要：

  DOI：

文献信息

• Efficient one-pot synthesis of substituted pyridines through multicomponent reaction
  作者：Xin Xin、Yan Wang、Santosh Kumar、Xu Liu、Yingjie Lin、Dewen Dong

  DOI：10.1039/c001117g

  日期：——

  convenient synthesis of substituted pyridines has been developed via a one-pot multicomponent reaction of easily available 1,3-dicarbonyl compounds, aromatic aldehydes, malononitrile and alcohol in the presence of NaOH under mild conditions. A series of functionalized pyridines were thus obtained by this multicomponent reaction, in which four new bonds were formed in a highly chemo- and regioselective manner

  通过容易获得的一锅多组分反应，已经开发了一种便捷的取代吡啶合成方法1,3-二羰基 化合物，芳香醛， 丙二腈 和酒精在 氢氧化钠在温和的条件下。因此，通过该多组分反应获得了一系列官能化的吡啶，其中以高度的化学和区域选择性方式形成了四个新的键，并且醇在反应物和反应介质中都起着双重作用。该协议特别有价值的功能包括温和的条件，简单的执行，广泛的底物范围和良好的产品收率，使其成为一种有效且有希望的合成策略吡啶 骨骼。
• Montmorillonite K-10 mediated green synthesis of cyano pyridines: Their evaluation as potential inhibitors of PDE4
  作者：T. Ram Reddy、G. Rajeshwar Reddy、L. Srinivasula Reddy、Subbarao Jammula、Y. Lingappa、Ravikumar Kapavarapu、Chandana Lakshmi T. Meda、Kishore V.L. Parsa、Manojit Pal

  DOI：10.1016/j.ejmech.2011.12.024

  日期：2012.2

  An efficient and green synthesis of functionalized cyano pyridines has been achieved via montmorillonite K-10 mediated multi-component reaction in a chemo- and regioselective manner. The four-component reaction of beta-keto ester, arylaldehyde, malononitrile and an alcohol provided a variety of pyridine derivatives and montmorillonite K-10 was found to be a reusable catalyst. The potential of this operationally simple methodology has been demonstrated in further structure elaboration of a compound synthesized via C C bond forming reactions under Suzuki, Sonogashira and Heck conditions. Some of the cyano pyridines synthesized showed PDE4B inhibitory properties in vitro and good interactions with PDE4B protein in silico suggesting cyano pyridine scaffold as a potential template for the discovery of novel PDE4 inhibitors. (C) 2011 Elsevier Masson SAS. All rights reserved.
• ELKASABY, M. A.;ELSHAHED, F., INDIAN J. CHEM., 1981, 20, N 5, 428-431
  作者：ELKASABY, M. A.、ELSHAHED, F.

  DOI：——

  日期：——
• Elkasaby, M. A.; Elshahed, F., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 5, p. 428 - 431
  作者：Elkasaby, M. A.、Elshahed, F.

  DOI：——

  日期：——