6-methoxy-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole | 1178903-49-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 6-methoxy-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole
• 英文别名: 6-Methoxy-2-(oxan-2-yl)indazole
• CAS: 1178903-49-5
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: ATYXRIZXSCMHGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 6-甲氧基-1H-吲唑 在 4-甲基苯磺酸吡啶 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以80%的产率得到6-methoxy-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole
  参考文献：
  名称：

  Indazoles: Regioselective Protection and Subsequent Amine Coupling Reactions

  摘要：

  Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivative.

  DOI：

  10.1021/jo9006656

文献信息

• [EN] INDOLINE ANALOGS AND USES THEREOF<br/>[FR] ANALOGUES D'INDOLINE ET LEURS UTILISATIONS
  申请人：ONCTERNAL THERAPEUTICS INC

  公开号：WO2017172368A1

  公开（公告）日：2017-10-05

  Indoline derivative compounds that act as EWS-FLI1 transcription factor inhibitors are provided. Also provided are pharmaceutical compositions of the indoline derivatives, methods of synthesizing the same, methods of treating using same, and assays for identifying the inhibitors of EWS-FLI1 oncoprotein.

  提供了作为EWS-FLI1转录因子抑制剂的吲哚衍生物化合物。还提供了这些吲吲衍生物的药物组合物、合成方法、使用方法以及用于识别EWS-FLI1致癌蛋白抑制剂的测定方法。
• Indoline analogs and uses thereof
  申请人：Oncternal Therapeutics, Inc.

  公开号：US10351569B2

  公开（公告）日：2019-07-16

  Indoline derivative compounds that act as EWS-FLI1 transcription factor inhibitors are provided. Also provided are pharmaceutical compositions of the indoline derivatives, methods of synthesizing the same, methods of treating using same, and assays for identifying the inhibitors of EWS-FLI1 oncoprotein.

  本研究提供了可作为 EWS-FLI1 转录因子抑制剂的吲哚啉衍生物化合物。此外，还提供了吲哚啉衍生物的药物组合物、合成方法、治疗方法以及鉴定 EWS-FLI1 肿瘤蛋白抑制剂的检测方法。
• INDOLINE ANALOGS AND USES THEREOF
  申请人：Oncternal Therapeutics, Inc.

  公开号：EP3436434B1

  公开（公告）日：2020-07-08
• US9822122B2
  申请人：——

  公开号：US9822122B2

  公开（公告）日：2017-11-21
• Indazoles: Regioselective Protection and Subsequent Amine Coupling Reactions
  作者：David J. Slade、Nicholas F. Pelz、Wanda Bodnar、John W. Lampe、Paul S. Watson

  DOI：10.1021/jo9006656

  日期：2009.8.21

  Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivative.