ethyl N-(1,3-dicyano-9,10-dimethoxy-2-phenyl-6,7-dihydro-2H-benzo[a]quinolizin-4-yl)methanimidate | 1137166-80-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: ethyl N-(1,3-dicyano-9,10-dimethoxy-2-phenyl-6,7-dihydro-2H-benzo[a]quinolizin-4-yl)methanimidate
• CAS: 1137166-80-3
• 化学式: C₂₆H₂₄N₄O₃
• 分子量: 440.502
• InChiKey: ZGMHGGIBWRGVIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  90.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl N-(1,3-dicyano-9,10-dimethoxy-2-phenyl-6,7-dihydro-2H-benzo[a]quinolizin-4-yl)methanimidate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以63%的产率得到2-amino-1-imino-9,10-dimethoxy-13-phenyl-2,6,7,13-tetrahydro-1H-pyrimido[5',4':5,6]pyrido-[2,1-a]isoquinoline-12-carbonitrile
  参考文献：
  名称：

  Synthesis of Tetra- and Pentaheterocyclic Compounds Incorporated Isoquinoline Moiety

  摘要：

  7-Amino-2,3-dimethoxy-9-phenyl-5,6,9,6a-tetrahydropyridino[2,1-a]isoquinoline-8,10-dicarbonitrile 5 was prepared via Michael addition reaction of benzylidenemalononitrile 2 with isoquinoline-1-carbonitrile 1. Reaction of 5 with triethyl orthoformate and formamide led to the formation of the corresponding 4-ethoxymethylene and 4-aminopyrimidine derivatives of benzo[a]quinolizines 6 and 7, respectively. Compound 6 reacted with hydrazine to give imino-amino compound 8. The latter compound reacted with formic acid, triethyl orthoformate, acetic anhydride or benzoyl chloride to give the triazolopyrimidine derivatives 9, 10 and 11, respectively. Compound 8 reacted with hydrazonoyl halides 12, 13 and diethyl oxalate to give triazinopyrimidine and triazolopyrimidine derivatives 16, 17 and 20, respectively.

  DOI：

  10.3987/com-08-11481
• 作为产物：
  描述：

  4-Amino-9,10-dimethoxy-2-phenyl-6,7-dihydro-2H-pyrido[2,1-a]isoquinoline-1,3-dicarbonitrile 、 原甲酸三乙酯 在 乙酸酐 作用下， 反应 5.0h， 以86%的产率得到ethyl N-(1,3-dicyano-9,10-dimethoxy-2-phenyl-6,7-dihydro-2H-benzo[a]quinolizin-4-yl)methanimidate
  参考文献：
  名称：

  Synthesis of Tetra- and Pentaheterocyclic Compounds Incorporated Isoquinoline Moiety

  摘要：

  7-Amino-2,3-dimethoxy-9-phenyl-5,6,9,6a-tetrahydropyridino[2,1-a]isoquinoline-8,10-dicarbonitrile 5 was prepared via Michael addition reaction of benzylidenemalononitrile 2 with isoquinoline-1-carbonitrile 1. Reaction of 5 with triethyl orthoformate and formamide led to the formation of the corresponding 4-ethoxymethylene and 4-aminopyrimidine derivatives of benzo[a]quinolizines 6 and 7, respectively. Compound 6 reacted with hydrazine to give imino-amino compound 8. The latter compound reacted with formic acid, triethyl orthoformate, acetic anhydride or benzoyl chloride to give the triazolopyrimidine derivatives 9, 10 and 11, respectively. Compound 8 reacted with hydrazonoyl halides 12, 13 and diethyl oxalate to give triazinopyrimidine and triazolopyrimidine derivatives 16, 17 and 20, respectively.

  DOI：

  10.3987/com-08-11481