ethyl 4-{9,10-dimethoxy-1-cyano-6,7-dihydro-2H-pyrimido[4,3-a]isoquinolin-3(4H)-yl} benzoate | 1315060-58-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: ethyl 4-{9,10-dimethoxy-1-cyano-6,7-dihydro-2H-pyrimido[4,3-a]isoquinolin-3(4H)-yl} benzoate
• CAS: 1315060-58-2
• 化学式: C₂₄H₂₅N₃O₄
• 分子量: 419.48
• InChiKey: IDHMPBRQYLUBNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.03
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 (3,4-dihydro-6,7-dimethoxyisoquinolin-1-yl)acetonitrile 、 苯佐卡因 以 乙醇 为溶剂， 反应 0.17h， 以30%的产率得到ethyl 4-{9,10-dimethoxy-1-cyano-6,7-dihydro-2H-pyrimido[4,3-a]isoquinolin-3(4H)-yl} benzoate
  参考文献：
  名称：

  6,7-Dimethoxy-3,4-dihydroisoquinolin-1(2H)-ylidenoacetonitrile in some fusion reactions

  摘要：

  6,7-Dimethoxy-3,4-dihydroisoquinolin-1-ylacetonitrile in the enamine form readily reacts with acyl iso(thio)cyanates affording in high yields 1,2-fused oxo- and thioxodihydropyrimidoisoquinolines and thiouracyloisoquinolines. The reaction of the enamine with primary amines of diverse classes in the presence of 2 equiv of formaldehyde resulted in 1,2-fused N-substituted tetrahydropyrimidinoisoquinolines whose yields depended on the basicity and sterical accessibility of the reagent. Fused 5-hydroxyindolo-, dioxopyrrolo-, pyrroloisoquinolines formed in medium yields in the one-stage reactions of the enamine with p-benzoquinone, oxalyl chloride, and beta-nitrostyrene respectively. The reaction of 1-cyanomethyl-6,7-dimethoxydihydroisoquinoline with acrylonitrile leads to the formation of 1,2-fused iminopyridinoisoquinoline easily hydrolysable to pyridine derivative and readily reacting by the amidine group with aroyl chlorides and arylsulfonyl chlorides.

  DOI：

  10.1134/s1070428011050137