2-aminoindolizine-1-carbonitrile | 63014-89-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 2-aminoindolizine-1-carbonitrile
• CAS: 63014-89-1
• 化学式: C₉H₇N₃
• mdl: MFCD12403930
• 分子量: 157.175
• InChiKey: XXPJGCRDTIPKJP-UHFFFAOYSA-N

物化性质

• 熔点：
  82-84 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,1'-[2-amino-1-cyanoprop-1-ene-1,3-diyl]dipyridinium dichloride 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 19.0h， 以29%的产率得到2-aminoindolizine-1-carbonitrile
  参考文献：
  名称：

  Tandem Cyclization of a Bispyridinium Chloride: Facile Synthesis of Substituted Indolizines

  摘要：

  Functionalized indolizines were prepared by a one-pot cascade reaction from bispyridinium salts. This mild experimental procedure allowed the isolation of the product in very good yield. Combination of the indolizine derivative with electrophiles confirmed the reactivity of the C-3 ring carbon and allowed the bromination, formylation, hydroxymethylation, and dimerization of the indolizine scaffold.

  DOI：

  10.1055/s-0033-1339759

文献信息

• Highly Fluorescent Pyrido[2,3-<i>b</i> ]indolizine-10-Carbonitriles through Pseudo Three-Component Reactions of <i>N</i> -(Cyanomethyl)pyridinium Salts
  作者：Ekaterina A. Sokolova、Alexey A. Festa、Nikita E. Golantsov、Natalia S. Lukonina、Ilya N. Ioffe、Alexey V. Varlamov、Leonid G. Voskressensky

  DOI：10.1002/ejoc.201900995

  日期：2019.10.31

  A novel class of effective fluorophores, incorporating the pyrido[2,3‐b]indolizine scaffold, has been discovered. The synthesis of pyridoindolizines involves one synthetic step from readily available starting materials.

  已发现一类新型的有效荧光团，其中掺入了吡啶并[2,3- b ]吲哚嗪骨架。吡啶并吲哚并恶嗪的合成涉及从容易获得的起始原料开始的一个合成步骤。
• PAULS H.; KROEHNKE F., CHEM. BER. <CHBE-AM>, 1977, 110, NO 4, 1294-1303
  作者：PAULS H.、 KROEHNKE F.

  DOI：——

  日期：——
• Tandem Cyclization of a Bispyridinium Chloride: Facile Synthesis of Substituted Indolizines
  作者：Marta Costa、Jennifer Noro、Alexandra Brito、Fernanda Proença

  DOI：10.1055/s-0033-1339759

  日期：——

  Functionalized indolizines were prepared by a one-pot cascade reaction from bispyridinium salts. This mild experimental procedure allowed the isolation of the product in very good yield. Combination of the indolizine derivative with electrophiles confirmed the reactivity of the C-3 ring carbon and allowed the bromination, formylation, hydroxymethylation, and dimerization of the indolizine scaffold.