Ethyl 12-cyano-16,17-dimethoxy-11-phenyl-1,3,5,6,8-pentazapentacyclo[11.8.0.02,10.05,9.014,19]henicosa-2(10),3,6,8,12,14,16,18-octaene-7-carboxylate | 1137166-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: Ethyl 12-cyano-16,17-dimethoxy-11-phenyl-1,3,5,6,8-pentazapentacyclo[11.8.0.02,10.05,9.014,19]henicosa-2(10),3,6,8,12,14,16,18-octaene-7-carboxylate
• 英文别名: ethyl 12-cyano-16,17-dimethoxy-11-phenyl-1,3,5,6,8-pentazapentacyclo[11.8.0.02,10.05,9.014,19]henicosa-2(10),3,6,8,12,14,16,18-octaene-7-carboxylate
• CAS: 1137166-91-6
• 化学式: C₂₈H₂₄N₆O₄
• 分子量: 508.536
• InChiKey: OCGZVBGTNHEZRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  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 、 草酸二乙酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以60%的产率得到Ethyl 12-cyano-16,17-dimethoxy-11-phenyl-1,3,5,6,8-pentazapentacyclo[11.8.0.02,10.05,9.014,19]henicosa-2(10),3,6,8,12,14,16,18-octaene-7-carboxylate
  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

文献信息

• Synthesis of Tetra- and Pentaheterocyclic Compounds Incorporated Isoquinoline Moiety
  作者：Tayseer A. Abdallah、Hamdi M. Hassaneen、Hyam A. Abdelhadi

  DOI：10.3987/com-08-11481

  日期：——

  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.