4-甲氧基-7-甲基-1H-吲哚 | 203003-67-2

• 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
• 中文名称: 4-甲氧基-7-甲基-1H-吲哚
• 英文名称: 4-methoxy-7-methyl-1H-indole
• 英文别名: 4-Methoxy-7-methylindole
• CAS: 203003-67-2
• 化学式: C₁₀H₁₁NO
• mdl: MFCD11007854
• 分子量: 161.203
• InChiKey: NNIXINOIFPCOFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  25
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-甲氧基-7-甲基-1H-吲哚 在 lithium aluminium tetrahydride 、 正丁基锂 、 palladium 10% on activated carbon 、 氢气 、 吡啶盐酸盐 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 为溶剂， 反应 15.08h， 生成 3-[2-(dimethylamino)ethyl]-7-methylindol-4-yl dihydrogen phosphate
  参考文献：
  名称：

  [EN] HETEROCYCLIC COMPOUNDS AND METHODS OF PREPARATION THEREOF
  [FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS PROCÉDÉS DE PRÉPARATION

  摘要：

  This disclosure relates to heterocyclic compounds of Formula (I), Formula (II), and Formula (III) as well as the preparation and use thereof. As contemplated herein, heterocyclic compounds of Formula (I), Formula (II), and Formula (III) may be used for the treatment of neuropsychiatric, and neurodegenerative, neuroinflammatory and pain disorders including depression, as well as tobacco, opiate, and cocaine addiction, alcoholism, post-traumatic stress disorder (PTSD), and neuropathic pain syndromes including cluster headaches and chemotherapy induced peripheral neuropathy. Formula (I), Formula (II), Formula (III)

  公开号：

  WO2022246554A1
• 作为产物：
  描述：

  2-溴-3-(2-溴-乙基)-4-甲氧基-1-甲基-苯 在 palladium on activated charcoal 、 tris(dibenzylideneacetone)dipalladium (0) 、 甲酸铵 、 potassium carbonate 、 三(邻甲基苯基)磷 、 sodium iodide 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 52.0h， 生成 4-甲氧基-7-甲基-1H-吲哚
  参考文献：
  名称：

  基于二茂钛的吲哚合成方法

  摘要：

  描述了一种使用空气和水分稳定的试剂 Cp2TiCl2 构建吲哚的新方法。涉及的关键步骤是 (1) 烯烃和二茂钛稳定的苄配合物的分子间插入反应和 (2) Pd 催化的芳基胺化反应。所需原料的简单性和可用性使该方法具有广泛的制备多取代吲哚的范围。

  DOI：

  10.1021/ja972281p

文献信息

• Rhodium-Catalyzed Selective C–H Trideuteromethylation of Indole at C7 Position Using Acetic-<i>d</i>₆ Anhydride
  作者：Xiaowei Han、Yu Yuan、Zhuangzhi Shi

  DOI：10.1021/acs.joc.9b01114

  日期：2019.10.18

  Rhodium-catalyzed C7-selective decarbonylative trideuteromethylation of indoles with commercially available Ac2O-d(6) via C-H and C-C bond activation has been developed. The key to the high reactivity and regioselectivity of this transformation is the appropriate choice of an indole N-(PBu2)-Bu-t chelation-assisting group. This method has many advantages, including easy access and removal of the directing group, the use of cheap and widely available deuterium methylating source, no requirement of an external ligand or oxidant, a broader substrate scope, high efficiency, and the sole regioisomer.
• [EN] COMPOUNDS<br/>[FR] COMPOSÉS
  申请人：[en]PSYLO PTY LTD

  公开号：WO2023115166A1

  公开（公告）日：2023-06-29

  The present disclosure relates generally to compounds, their methods of synthesis, and their use in the treatment of mental illness or central nervous system disorders.
• Titanocene-Based Method for Indole Synthesis
  作者：Kazumasa Aoki、Andrew J. Peat、Stephen L. Buchwald

  DOI：10.1021/ja972281p

  日期：1998.4.1

  A new approach for the construction of indoles employing the air- and moisture-stable reagent Cp2TiCl2 is described. The key steps involved are (1) the intermolecular insertion reactions of an olefin and a titanocene-stabilized benzyne complex and (2) the Pd-catalyzed aryl amination reaction. The simplicity and availability of the requisite starting materials give the method a broad scope for the preparation

  描述了一种使用空气和水分稳定的试剂 Cp2TiCl2 构建吲哚的新方法。涉及的关键步骤是 (1) 烯烃和二茂钛稳定的苄配合物的分子间插入反应和 (2) Pd 催化的芳基胺化反应。所需原料的简单性和可用性使该方法具有广泛的制备多取代吲哚的范围。
• [EN] HETEROCYCLIC COMPOUNDS AND METHODS OF PREPARATION THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：[en]BRIGHT MINDS BIOSCIENCES INC.

  公开号：WO2022246554A1

  公开（公告）日：2022-12-01

  This disclosure relates to heterocyclic compounds of Formula (I), Formula (II), and Formula (III) as well as the preparation and use thereof. As contemplated herein, heterocyclic compounds of Formula (I), Formula (II), and Formula (III) may be used for the treatment of neuropsychiatric, and neurodegenerative, neuroinflammatory and pain disorders including depression, as well as tobacco, opiate, and cocaine addiction, alcoholism, post-traumatic stress disorder (PTSD), and neuropathic pain syndromes including cluster headaches and chemotherapy induced peripheral neuropathy. Formula (I), Formula (II), Formula (III)