7-methyl-6-(2-quinolinyl)-1H-pyrido<3,4-c>pyridine-3,8(4H,7H)-dione | 154308-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 7-methyl-6-(2-quinolinyl)-1H-pyrido<3,4-c>pyridine-3,8(4H,7H)-dione
• 英文别名: 7-Methyl-6-quinolin-2-yl-1,4-dihydropyrano[3,4-c]pyridine-3,8-dione
• CAS: 154308-32-4
• 化学式: C₁₈H₁₄N₂O₃
• 分子量: 306.321
• InChiKey: GUNIFJKGJBYLAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  59.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-methyl-6-(2-quinolinyl)-1H-pyrido<3,4-c>pyridine-3,8(4H,7H)-dione 在 氧气 、 copper diacetate 、 lithium hydride 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 4-ethyl-4-hydroxy-7-methyl-6-(2-quinolinyl)-1H-pyrano<3,4-c>pyridine-3,8(4H,7H)-dione
  参考文献：
  名称：

  Synthesis ofC-nor-4,6-secocamptothecin and related compounds

  摘要：

  AbstractC‐nor‐4,6‐Secocamptothecin 2, 4‐ethyl‐4‐hydroxy‐6‐(2‐quinolinyl)‐1H‐pyrano[3,4‐c]pyridine‐3,8(4H,7H)‐dione, lacking the C‐ring of camptothecin 1, and its related compounds 3 and 4 were prepared from ethyl quinoline‐2‐carboxylate 7. By an analogous reaction sequences, synthesis of 6‐(2‐pyridinyl)‐1H‐pyrano[3,4‐c]‐pyridine‐3,8(4H7H)‐dione derivatives 5 and 6, which contain the B, D, and E ring of 1, were achieved.

  DOI：

  10.1002/jhet.5570300311
• 作为产物：
  描述：

  di-tert-butyl <1,2-dihydro-3-ethoxycarbonyl-1-methyl-2-oxo-6-(2-quinolinyl)pyridin-4-yl>malonate 在 sodium tetrahydroborate 、 二异丁基氢化铝 、 三氟乙酸 作用下， 生成 7-methyl-6-(2-quinolinyl)-1H-pyrido<3,4-c>pyridine-3,8(4H,7H)-dione
  参考文献：
  名称：

  Synthesis ofC-nor-4,6-secocamptothecin and related compounds

  摘要：

  AbstractC‐nor‐4,6‐Secocamptothecin 2, 4‐ethyl‐4‐hydroxy‐6‐(2‐quinolinyl)‐1H‐pyrano[3,4‐c]pyridine‐3,8(4H,7H)‐dione, lacking the C‐ring of camptothecin 1, and its related compounds 3 and 4 were prepared from ethyl quinoline‐2‐carboxylate 7. By an analogous reaction sequences, synthesis of 6‐(2‐pyridinyl)‐1H‐pyrano[3,4‐c]‐pyridine‐3,8(4H7H)‐dione derivatives 5 and 6, which contain the B, D, and E ring of 1, were achieved.

  DOI：

  10.1002/jhet.5570300311