3-Fluoro-4-(methylthio)-pyridine | 902518-41-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-Fluoro-4-(methylthio)-pyridine
• 英文别名: 3-fluoro-4-methylsulfanylpyridine
• CAS: 902518-41-6
• 化学式: C₆H₆FNS
• 分子量: 143.185
• InChiKey: RHMGQKJWGKVPES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氟吡啶 、 二甲基二硫 在 N,N-二甲基乙醇胺 、 trimethylsilylmethyllithium 作用下， 以 正己烷 、 四氢呋喃 为溶剂， 反应 3.0h， 以12%的产率得到3-Fluoro-4-(methylthio)-pyridine
  参考文献：
  名称：

  TMSCH2Li–LiDMAE: a new nonnucleophilic reagent for C-2 lithiation of halopyridines

  摘要：

  A new superbasic reagent has been discovered by combining TMSCHL(2)i and LiDMAE in hexane. This reagent was found highly efficient for the C-2 lithiation of sensitive chloro- and fluoropyridines. The metallation occurred chemo- and regioselectively at 0 degrees C avoiding the nucleophilic addition or substrate degradation commonly obtained with other alkyllithiums even at lower temperatures. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.059

文献信息

• TETRACYCLIC INHIBITORS OF JANUS KINASES
  申请人：Rodgers James D.

  公开号：US20090215766A1

  公开（公告）日：2009-08-27

  The present invention provides compounds that modulate the activity of Janus kinases and are useful in the treatment of diseases related to activity of Janus kinases including, for example, immune-related diseases and cancer.

  本发明提供了一种可以调节Janus激酶活性的化合物，这些化合物可用于治疗与Janus激酶活性相关的疾病，例如免疫相关疾病和癌症。
• TMSCH2Li–LiDMAE: a new nonnucleophilic reagent for C-2 lithiation of halopyridines
  作者：Abdelatif Doudouh、Philippe C. Gros、Yves Fort、Christopher Woltermann

  DOI：10.1016/j.tet.2006.04.059

  日期：2006.6

  A new superbasic reagent has been discovered by combining TMSCHL(2)i and LiDMAE in hexane. This reagent was found highly efficient for the C-2 lithiation of sensitive chloro- and fluoropyridines. The metallation occurred chemo- and regioselectively at 0 degrees C avoiding the nucleophilic addition or substrate degradation commonly obtained with other alkyllithiums even at lower temperatures. (c) 2006 Elsevier Ltd. All rights reserved.