1,2,3,4-tetrahydro-2-(5-methyl-2-pyridinyl)isoquinoline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2,3,4-tetrahydro-2-(5-methyl-2-pyridinyl)isoquinoline
• 英文别名: 2-(5-methylpyridin-2-yl)-3,4-dihydro-1H-isoquinoline
• 化学式: C₁₅H₁₆N₂
• 分子量: 224.305
• InChiKey: NSYAHPROSUNCTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙烯 、 一氧化碳 、 1,2,3,4-tetrahydro-2-(5-methyl-2-pyridinyl)isoquinoline 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 作用下， 以 异丙醇 为溶剂， 160.0 ℃ 、1.01 MPa 条件下， 反应 60.0h， 以73%的产率得到1-[2-(5-methyl-2-pyridinyl)-1,2,3,4-tetrahydro-1-isoquinolinyl]-1-propanone
  参考文献：
  名称：

  铑配合物催化烷基胺中与氮原子相邻的 sp3 C−H 键羰基化

  摘要：

  DOI：

  10.1021/ja002561w
• 作为产物：
  描述：

  2-溴-5-甲基吡啶 、 四氢异喹啉 生成 1,2,3,4-tetrahydro-2-(5-methyl-2-pyridinyl)isoquinoline
  参考文献：
  名称：

  2-(3,4-Dihydro-1H-isoquinolin-2yl)-pyridines as a novel class of NR1/2B subtype selective NMDA receptor antagonists

  摘要：

  Recently, we disclosed 4-aminoquinolines as structurally novel NR1/2B subtype selective NMDA receptor antagonists. We would now like to report our findings on structurally related pyridine analogues. The SAR developed in this series resulted in the discovery of high affinity antagonists which are selective (vs alpha1 and M1 receptors) and active in vivo. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00007-6

文献信息

• Carbonylation at sp³ C−H Bonds Adjacent to a Nitrogen Atom in Alkylamines Catalyzed by Rhodium Complexes
  作者：Naoto Chatani、Taku Asaumi、Tsutomu Ikeda、Shuhei Yorimitsu、Yutaka Ishii、Fumitoshi Kakiuchi、Shinji Murai

  DOI：10.1021/ja002561w

  日期：2000.12.1
• US6831087B2
  申请人：——

  公开号：US6831087B2

  公开（公告）日：2004-12-14
• 2-(3,4-Dihydro-1H-isoquinolin-2yl)-pyridines as a novel class of NR1/2B subtype selective NMDA receptor antagonists
  作者：Bernd Büttelmann、Alexander Alanine、Anne Bourson、Ramanjit Gill、Marie-Paule Heitz、Vincent Mutel、Emmanuel Pinard、Gerhard Trube、René Wyler

  DOI：10.1016/s0960-894x(03)00007-6

  日期：2003.3

  Recently, we disclosed 4-aminoquinolines as structurally novel NR1/2B subtype selective NMDA receptor antagonists. We would now like to report our findings on structurally related pyridine analogues. The SAR developed in this series resulted in the discovery of high affinity antagonists which are selective (vs alpha1 and M1 receptors) and active in vivo. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Catalytic C−H Activation of sp3 C−H Bonds inα-Position to a Nitrogen Atom—Two New Approaches
  作者：Sven Doye

  DOI：10.1002/1521-3773(20010917)40:18<3351::aid-anie3351>3.0.co;2-b

  日期：2001.9.17