5-Methoxy-2-methylisoindole | 1265964-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 5-Methoxy-2-methylisoindole
• 英文别名: 5-methoxy-2-methylisoindole
• CAS: 1265964-58-6
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: KUZKOJDPEQDDEM-UHFFFAOYSA-N

物化性质

• 沸点：
  287.5±13.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 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：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-Methoxy-2-methylisoindole 、 (2-溴乙炔基)三异丙基硅烷 在 potassium phosphate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以102 mg的产率得到5-methoxy-2-methyl-1,3-bis[(triisopropylsilyl)ethynyl]-2H-isoindole
  参考文献：
  名称：

  Cycloaddition-based Formal C–H Alkynylation of Isoindoles Leading to the Synthesis of Air-stable Fluorescent 1,3-Dialkynylisoindoles

  摘要：

  Reaction of N-alkylisoindoles with (bromoethynyl)triisopropylsilane afforded 1,3-bis(triisopropylsilylethynyl) isoindoles in high yields. The formal C-H alkynylation proceeds under transition-metal-free conditions through [4 + 2] cycloaddition of the pyrrole ring of isoindole with bromoalkyne followed by ring-opening of the product.

  DOI：

  10.1021/ol401051d
• 作为产物：
  描述：

  5-methoxy-2-methylisoindoline 在 bis(tri-tert-butylphosphine)palladium(0) 、 环己烯 作用下， 以 1,4-二氧六环 为溶剂， 反应 14.0h， 生成 5-Methoxy-2-methylisoindole
  参考文献：
  名称：

  集成催化CH-H转化，通过钯催化脱氢再由CH芳基化一锅从异吲哚啉中合成1-芳基异吲哚

  摘要：

  由钯催化的级联CH转换建立了异吲哚向一芳基异吲哚的一锅转化，也就是异吲哚的脱氢生成异吲哚，随后CH芳基化了异吲哚。

  DOI：

  10.1021/ol2001232

文献信息

• Ether Compounds for Treatment of Complement Mediated Disorders
  申请人：Achillion Pharmaceuticals, Inc.

  公开号：US20150239920A1

  公开（公告）日：2015-08-27

  Compounds, methods of use, and processes for making inhibitors of complement factor D comprising Formula I, or a pharmaceutically acceptable salt or composition thereof wherein R 12 or R 13 on the A group is an ether (R 32 ) are provided. The inhibitors described herein target factor D and inhibit or regulate the complement cascade at an early and essential point in the alternative complement pathway, and reduce factor D's ability to modulate the classical and lectin complement pathways. The inhibitors of factor D described herein are capable of reducing the excessive activation of complement, which has been linked to certain autoimmune, inflammatory, and neurodegenerative diseases, as well as ischemia-reperfusion injury and cancer.

  提供了有关制备抑制补体因子D的化合物、使用方法和制备过程，所述化合物包括具有式I的化合物，或其药用可接受的盐或组合物，其中A组上的R12或R13是醚（R32）。本文描述的抑制剂靶向因子D并在替代性补体途径的早期和关键点上抑制或调节补体级联，并减少因子D调节经典和凝集素补体途径的能力。本文描述的因子D抑制剂能够减少过度激活的补体，这与某些自身免疫、炎症和神经退行性疾病、缺血再灌注损伤和癌症有关。
• Integrated Catalytic C−H Transformations for One-Pot Synthesis of 1-Arylisoindoles from Isoindolines via Palladium-Catalyzed Dehydrogenation Followed by C−H Arylation
  作者：Toshimichi Ohmura、Akihito Kijima、Michinori Suginome

  DOI：10.1021/ol2001232

  日期：2011.3.4

  A one-pot conversion of isoindolines to 1-arylisoindoles was established from palladium-catalyzed cascade C−H transformations, that is, the dehydrogenation of isoindolines to give isoindoles, with subsequent C−H arylation of the isoindoles.

  由钯催化的级联CH转换建立了异吲哚向一芳基异吲哚的一锅转化，也就是异吲哚的脱氢生成异吲哚，随后CH芳基化了异吲哚。
• ETHER COMPOUNDS FOR TREATMENT OF COMPLEMENT MEDIATED DISORDERS
  申请人：Achillion Pharmaceuticals, Inc.

  公开号：US20160362433A1

  公开（公告）日：2016-12-15

  Compounds, methods of use, and processes for making inhibitors of complement factor D comprising Formula I, or a pharmaceutically acceptable salt or composition thereof wherein R 12 or R 13 on the A group is an ether (R 32 ) are provided. The inhibitors described herein target factor D and inhibit or regulate the complement cascade. The inhibitors of factor D described herein are capable of reducing the excessive activation of complement.
• US9732104B2
  申请人：——

  公开号：US9732104B2

  公开（公告）日：2017-08-15
• Cycloaddition-based Formal C–H Alkynylation of Isoindoles Leading to the Synthesis of Air-stable Fluorescent 1,3-Dialkynylisoindoles
  作者：Toshimichi Ohmura、Akihito Kijima、Yusuke Komori、Michinori Suginome

  DOI：10.1021/ol401051d

  日期：2013.7.19

  Reaction of N-alkylisoindoles with (bromoethynyl)triisopropylsilane afforded 1,3-bis(triisopropylsilylethynyl) isoindoles in high yields. The formal C-H alkynylation proceeds under transition-metal-free conditions through [4 + 2] cycloaddition of the pyrrole ring of isoindole with bromoalkyne followed by ring-opening of the product.