9,10-dimethoxy-3-[2-(cyclohex-1-en-1-yl)ethyl]-3,4,6,7-tetrahydro-2H-pyrimido[4,3-a]isoquinoline-1-carbonitrile hydrochloride | 1315060-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 9,10-dimethoxy-3-[2-(cyclohex-1-en-1-yl)ethyl]-3,4,6,7-tetrahydro-2H-pyrimido[4,3-a]isoquinoline-1-carbonitrile hydrochloride
• CAS: 1315060-50-4
• 化学式: C₂₃H₂₉N₃O₂*ClH
• 分子量: 415.963
• InChiKey: NUQCAPQCZBKHRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  48.73
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-(2-(3,4-二甲氧基苯基)乙基)-2-次氮基乙酰胺 在 四磷十氧化物 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 0.17h， 生成 9,10-dimethoxy-3-[2-(cyclohex-1-en-1-yl)ethyl]-3,4,6,7-tetrahydro-2H-pyrimido[4,3-a]isoquinoline-1-carbonitrile hydrochloride
  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