N-(2-(3-oxo-3-((2-(piperidin-1-yl)ethyl)amino)propyl)-6-(6-ureido-1H-indazol-4-yl)-1H-indol-4-yl)pyrrolidine-1-carboxamide

• 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: N-(2-(3-oxo-3-((2-(piperidin-1-yl)ethyl)amino)propyl)-6-(6-ureido-1H-indazol-4-yl)-1H-indol-4-yl)pyrrolidine-1-carboxamide
• 化学式: C₃₁H₃₉N₉O₃
• 分子量: 585.709
• InChiKey: ULXALWGPEJOTEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  43.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  164.27
• 氢给体数：
  6.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-甲基-3-硝基苯甲酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 氯化亚砜 、 1,3-二溴-5,5-二甲基海因 、 碘苯二乙酸 、 硫酸 、 水 、 potassium acetate 、 caesium carbonate 、 溶剂黄146 、 tin(ll) chloride 、 potassium hydroxide 、 sodium hydroxide 、 sodium nitrite 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 79.5h， 生成 N-(2-(3-oxo-3-((2-(piperidin-1-yl)ethyl)amino)propyl)-6-(6-ureido-1H-indazol-4-yl)-1H-indol-4-yl)pyrrolidine-1-carboxamide
  参考文献：
  名称：

  Synthesis of substituted 4-(1H-indol-6-yl)-1H-indazoles as potential PDK1 inhibitors

  摘要：

  The development of a preparative route to a series of novel 4-(1H-indo1-6-y1)-1H-indazole compounds as potential PDK1 inhibitors is described. The synthetic strategy centres on the late-stage Suzuki cross coupling of N-unprotected indazole and indole fragments. The use of a monoligated palladium catalyst system was found to be highly beneficial in the cross-coupling reaction. The indazole and indole fragments were constructed by diazotisation/cyclisation and SNAr/reductive cyclisation sequences, respectively. Crown Copyright (c) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.054

文献信息

• Synthesis of substituted 4-(1H-indol-6-yl)-1H-indazoles as potential PDK1 inhibitors
  作者：Martin Brzozowski、Nathan J. O'Brien、David J.D. Wilson、Belinda M. Abbott

  DOI：10.1016/j.tet.2013.11.054

  日期：2014.1

  The development of a preparative route to a series of novel 4-(1H-indo1-6-y1)-1H-indazole compounds as potential PDK1 inhibitors is described. The synthetic strategy centres on the late-stage Suzuki cross coupling of N-unprotected indazole and indole fragments. The use of a monoligated palladium catalyst system was found to be highly beneficial in the cross-coupling reaction. The indazole and indole fragments were constructed by diazotisation/cyclisation and SNAr/reductive cyclisation sequences, respectively. Crown Copyright (c) 2013 Published by Elsevier Ltd. All rights reserved.