piperidinium 1-tert-butoxycarbonyl-5-[2-cyano-2-(N'-phenylhydrazinocarbonyl)-vinyl]-6-oxo-1,2,3,6-tetrahydropyridin-4-olate | 1296688-28-2

• 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: piperidinium 1-tert-butoxycarbonyl-5-[2-cyano-2-(N'-phenylhydrazinocarbonyl)-vinyl]-6-oxo-1,2,3,6-tetrahydropyridin-4-olate
• CAS: 1296688-28-2
• 化学式: C₅H₁₁N*C₂₀H₂₂N₄O₅
• 分子量: 483.568
• InChiKey: YCOJAKCYIODIMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  143.79
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  piperidinium 1-tert-butoxycarbonyl-5-[2-cyano-2-(N'-phenylhydrazinocarbonyl)-vinyl]-6-oxo-1,2,3,6-tetrahydropyridin-4-olate 以 水 、 异丙醇 为溶剂， 反应 0.08h， 以247 mg的产率得到3-cyano-2,5-dioxo-1-phenylamino-1,5,7,8-tetrahydro-2H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Pathways for cyclizations of hydrazine-derived 2-(2-cyanovinyl)-3-oxo-cyclohex-1-ene enolates

  摘要：

  The introduction of a hydrazine functionality into 2-(2-cyanovinyl)-3-oxo-cyclohex-1-ene enolates results in their spontaneous cyclizations with participation of the hydrazine moiety. Depending on the reaction conditions used, the hydrazine-derived enolates are transformed into derivatives of 1-arylpyridine-2-one-3-carbonitriles or pyrazoloquinolinones in a one-pot synthesis. They also react with anilines to give the corresponding N1-substituted pyridine-2-one-3-carboxamides. Product characterization was performed by means of spectroscopic and X-ray diffraction studies. In addition, for structure elucidation purposes, a counter synthesis of 1-arylaminopyridine-2-one-3-carboxamide was also carried out. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.02.052
• 作为产物：
  描述：

  2,4-二哌啶酮-1-甲酸叔丁酯 以 异丙醇 为溶剂， 反应 0.08h， 生成 piperidinium 1-tert-butoxycarbonyl-5-[2-cyano-2-(N'-phenylhydrazinocarbonyl)-vinyl]-6-oxo-1,2,3,6-tetrahydropyridin-4-olate
  参考文献：
  名称：

  Pathways for cyclizations of hydrazine-derived 2-(2-cyanovinyl)-3-oxo-cyclohex-1-ene enolates

  摘要：

  The introduction of a hydrazine functionality into 2-(2-cyanovinyl)-3-oxo-cyclohex-1-ene enolates results in their spontaneous cyclizations with participation of the hydrazine moiety. Depending on the reaction conditions used, the hydrazine-derived enolates are transformed into derivatives of 1-arylpyridine-2-one-3-carbonitriles or pyrazoloquinolinones in a one-pot synthesis. They also react with anilines to give the corresponding N1-substituted pyridine-2-one-3-carboxamides. Product characterization was performed by means of spectroscopic and X-ray diffraction studies. In addition, for structure elucidation purposes, a counter synthesis of 1-arylaminopyridine-2-one-3-carboxamide was also carried out. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.02.052