4-碘-3-硝基吡啶 | 1003711-92-9

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 4-碘-3-硝基吡啶
• 英文名称: 4-iodo-3-nitropyridine
• CAS: 1003711-92-9
• 化学式: C₅H₃IN₂O₂
• 分子量: 249.996
• InChiKey: WAINQAYZPSBKTE-UHFFFAOYSA-N

物化性质

• 沸点：
  300.7±27.0 °C(Predicted)
• 密度：
  2.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-碘-3-硝基吡啶 在 copper(l) iodide 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 palladium on activated carbon 、 氢气 、 铜 作用下， 以 甲醇 、 二苯醚 、 二甲基亚砜 为溶剂， 反应 19.16h， 生成 9H-吡啶[3,4-b]吲哚
  参考文献：
  名称：

  A Unified Approach to the Isomeric α-, β-, γ-, and δ-Carbolines via their 6,7,8,9-Tetrahydro Counterparts

  摘要：

  A cross-coupling/reductive cyclization protocol has been employed in a unified approach to all four carbolines. So, for example, the 2-nitropyridine 8, which is readily prepared through an efficient palladium-catalyzed Ullmann cross-coupling reaction, is reductively cyclized under conventional conditions to give 6,7,8,9-tetrahydro-alpha-carboline that is itself readily aromatized to give alpha-carboline (1).

  DOI：

  10.1021/acs.joc.7b00323
• 作为产物：
  描述：

  4-氯-3-硝基吡啶 在 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以92%的产率得到4-碘-3-硝基吡啶
  参考文献：
  名称：

  A Unified Approach to the Isomeric α-, β-, γ-, and δ-Carbolines via their 6,7,8,9-Tetrahydro Counterparts

  摘要：

  A cross-coupling/reductive cyclization protocol has been employed in a unified approach to all four carbolines. So, for example, the 2-nitropyridine 8, which is readily prepared through an efficient palladium-catalyzed Ullmann cross-coupling reaction, is reductively cyclized under conventional conditions to give 6,7,8,9-tetrahydro-alpha-carboline that is itself readily aromatized to give alpha-carboline (1).

  DOI：

  10.1021/acs.joc.7b00323

文献信息

• CYCLIC ETHER COMPOUNDS USEFUL AS KINASE INHIBITORS
  申请人：Burger Matthew

  公开号：US20130109682A1

  公开（公告）日：2013-05-02

  The present invention provides certain compounds of Formula (I): and pharmaceutically acceptable salts thereof, as further described herein. Also provided are formulations comprising compounds of formula I, and a method to use such compounds for treating a disease or condition mediated by Provirus Integration of Maloney Kinase (PIM Kinase), GSK3, PKC, KDR, PDGFRa, FGFR3, FLT3, or cABL.

  本发明提供以下公式(I)的某些化合物及其药学上可接受的盐，具体描述如下。还提供包含公式I化合物的制剂，并使用这些化合物治疗由Provirus Integration Maloney Kinase（PIM Kinase）、GSK3、PKC、KDR、PDGFRa、FGFR3、FLT3或cABL介导的疾病或病况的方法。
• A simple and efficient method for the preparation of pyridine-N-oxides II
  作者：Christophe Copéret、Hans Adolfsson、Jay P. Chiang、Andrei K. Yudin、K. Barry Sharpless

  DOI：10.1016/s0040-4039(97)10619-0

  日期：1998.2

  Oxidation of pyridines with bis(trimethylsilyl)peroxide in the presence of catalytic amounts of inorganic rhenium derivatives gives high yields of their analytically pure N-oxides by simple work-ups, typically a filtration or a Kugelrohr distillation. (C) 1998 Elsevier Science Lid. All rights reserved.
• A Unified Approach to the Isomeric α-, β-, γ-, and δ-Carbolines via their 6,7,8,9-Tetrahydro Counterparts
  作者：Qiao Yan、Emma Gin、Martin G. Banwell、Anthony C. Willis、Paul D. Carr

  DOI：10.1021/acs.joc.7b00323

  日期：2017.4.21

  A cross-coupling/reductive cyclization protocol has been employed in a unified approach to all four carbolines. So, for example, the 2-nitropyridine 8, which is readily prepared through an efficient palladium-catalyzed Ullmann cross-coupling reaction, is reductively cyclized under conventional conditions to give 6,7,8,9-tetrahydro-alpha-carboline that is itself readily aromatized to give alpha-carboline (1).