5-bromo-2-fluoro-1,3-dinitrobenzene | 1250411-85-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-bromo-2-fluoro-1,3-dinitrobenzene
• CAS: 1250411-85-8
• 化学式: C₆H₂BrFN₂O₄
• 分子量: 264.995
• InChiKey: CZIJMBQQPWSXCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-bromo-2-fluoro-1,3-dinitrobenzene 在 吡啶 、 盐酸 、 platinum(IV) oxide 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 水 、 氢气 、 potassium acetate 、 sodium hydride 、 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 67.92h， 生成 methyl 4-(2-(3-oxo-3-((2-(piperidin-1-yl)ethyl)amino)propyl)-4-(pyrrolidine-1-carboxamido)-1H-indol-6-yl)-1H-indazole-6-carboxylate
  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
• 作为产物：
  描述：

  对氟苯甲酸 在 硫酸 、 硝酸 、 mercury(II) oxide 作用下， 以 四氯化碳 为溶剂， 反应 78.0h， 生成 5-bromo-2-fluoro-1,3-dinitrobenzene
  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