3-(4-pent-4-ynyloxy-1,2,4-triazin-5-yl)-1-methylsulfonyl-5,6,7,8-tetrahydroisoquinoline | 744252-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(4-pent-4-ynyloxy-1,2,4-triazin-5-yl)-1-methylsulfonyl-5,6,7,8-tetrahydroisoquinoline
• CAS: 744252-21-9
• 化学式: C₁₈H₂₀N₄O₃S
• 分子量: 372.448
• InChiKey: JJHDPJNMASXCKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  94.93
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-(4-pent-4-ynyloxy-1,2,4-triazin-5-yl)-1-methylsulfonyl-5,6,7,8-tetrahydroisoquinoline 在 溴苯 作用下， 反应 46.0h， 以55%的产率得到7-(1-methylsulfonyl-5,6,7,8-tetrahydroisoquinolin-3-yl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine
  参考文献：
  名称：

  Application of intramolecular cycloaddition/retro cycloaddition reactions for the synthesis of unsymmetrical 2,2′-bipyridine and 2-benzofuropyrazin-2-ylpyridine analogues

  摘要：

  1,2,4-Triazines bearing cycloalkeno[c]pyridine substituents at the 5-position, 2a-d, prepared by an intermolecular Diels-Alder reaction of bi-5,5-triazines with cyclic enamines, were provided with an alkynyloxy or a 2-cyanophenoxy group at the 3-position of the triazinyl unit. A subsequent intramolecular Diels-Alder reaction of the former, followed by loss of N-2 leads to two new classes of 2,2'-bipyridine analogues containing different heterocyclic units, namely cycloalkeno[c]pyridine and 2,3-dihydrofuro- or 2,3-dihydropyrano[2,3-b]pyridine 8a-h; the intramolecular reaction of the 2-cyanophenoxy compound gives benzo[4,5]furo[2,3-b]pyrazine 10a-c. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.011
• 作为产物：
  描述：

  1-Methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-5,6,7,8-tetrahydroisoquinoline 在 potassium permanganate 、 sodium hydride 、 tetra(n-tert-butyl)ammonium bromide 作用下， 以 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 3-(4-pent-4-ynyloxy-1,2,4-triazin-5-yl)-1-methylsulfonyl-5,6,7,8-tetrahydroisoquinoline
  参考文献：
  名称：

  Application of intramolecular cycloaddition/retro cycloaddition reactions for the synthesis of unsymmetrical 2,2′-bipyridine and 2-benzofuropyrazin-2-ylpyridine analogues

  摘要：

  1,2,4-Triazines bearing cycloalkeno[c]pyridine substituents at the 5-position, 2a-d, prepared by an intermolecular Diels-Alder reaction of bi-5,5-triazines with cyclic enamines, were provided with an alkynyloxy or a 2-cyanophenoxy group at the 3-position of the triazinyl unit. A subsequent intramolecular Diels-Alder reaction of the former, followed by loss of N-2 leads to two new classes of 2,2'-bipyridine analogues containing different heterocyclic units, namely cycloalkeno[c]pyridine and 2,3-dihydrofuro- or 2,3-dihydropyrano[2,3-b]pyridine 8a-h; the intramolecular reaction of the 2-cyanophenoxy compound gives benzo[4,5]furo[2,3-b]pyrazine 10a-c. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.011