5-benzyloxy-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-indole | 57477-28-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-benzyloxy-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-indole
• 英文别名: 5-benzyloxy-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole；3-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-5-phenylmethoxy-1H-indole
• CAS: 57477-28-8
• 化学式: C₂₁H₂₂N₂O
• 分子量: 318.418
• InChiKey: OCAMKBXBVVFIRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  28.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-benzyloxy-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-indole 生成 3-(1-甲基-4-哌啶基)-1H-吲哚-5-醇
  参考文献：
  名称：

  FRIDERICHS E.; BACK W.; MUTSCHLER E., ARCH. PHARM. , 1975, 308, NO 9, 663-675

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(1-methylpyridin-1-ium-4-yl)-5-phenylmethoxy-1H-indole;bromide 、 硼氢化钠 生成 5-benzyloxy-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-indole
  参考文献：
  名称：

  FRIDERICHS E.; BACK W.; MUTSCHLER E., ARCH. PHARM. , 1975, 308, NO 9, 663-675

  摘要：

  DOI：

文献信息

• Benzenesulfonic acid indol-5-yl esters as antagonists of the 5-ht6 receptor
  申请人：——

  公开号：US20040102481A1

  公开（公告）日：2004-05-27

  The present invention relates to compounds of formula I: which are antagonists of 5-HT6 receptor. 1

  本发明涉及式I的化合物：它们是5-HT6受体拮抗剂。1
• BENZENESULFONIC ACID INDOL-5-YL ESTERS AS ANTAGONISTS OF THE 5-HT6 RECEPTOR
  申请人：Filla Ann Sandra

  公开号：US20070135484A1

  公开（公告）日：2007-06-14

  The present invention relates to compounds of formula I: which are antagonists of 5-HT6 receptor.

  本发明涉及公式I的化合物：它们是5-HT6受体拮抗剂。
• Benzenesulfonic acid indol-5-yl esters as antagonists of the 5ht6 receptor
  申请人：Eli Lilly and Company

  公开号：US07230011B2

  公开（公告）日：2007-06-12

  The present invention relates to compounds of formula I: which are antagonists of 5-HT6 receptor.

  本发明涉及式I的化合物：它们是5-HT6受体的拮抗剂。
• Novel chemoselective reduction of the tetrahydro-4-pyridyl versus indole moiety governed by electron donation: first X-ray evidence for indolopiperidyl–borane complexation
  作者：Alfio Borghese、Luc Antoine、Gregory Stephenson

  DOI：10.1016/s0040-4039(02)01927-5

  日期：2002.11

  A series of amino-borane complexes of structure type 2 are the key intermediates in the preparation of 3-(piperidyl) indole derivatives. The selective reduction of the tetrahydro-4-pyridyl double bond via 2 under strongly acidic conditions is feasible only when the pyridyl double bond is conjugated with electron rich substituents, such as indoles. This reduction methodology allows the presence of reducible and hydrogenolizable functional groups. An improved process to prepare 2 by treatment of the 3-(tetrahydro-4-pyridyl) indole derivatives with NaBH4 in THF under acidic conditions (AcOH or CF3COOH) is also described. (C) 2002 Elsevier Science Ltd. All rights reserved.
• US7230011B2
  申请人：——

  公开号：US7230011B2

  公开（公告）日：2007-06-12