4-(4-Pyridyl)-3-fluoroaniline | 166758-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(4-Pyridyl)-3-fluoroaniline
• 英文别名: 3-fluoro-4-pyridin-4-ylaniline
• CAS: 166758-24-3
• 化学式: C₁₁H₉FN₂
• mdl: MFCD15475384
• 分子量: 188.204
• InChiKey: DLXRITODSSOLON-UHFFFAOYSA-N

物化性质

• 沸点：
  313.0±27.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-Pyridyl)-3-fluoroaniline 在 吡啶 、 sodium azide 、 碘 、 四丁基碘化铵 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.33h， 生成 (+/-)-5-(Azidomethyl)-3-<4-(4-pyridyl)-3-fluorophenyl>-2-oxazolidinone
  参考文献：
  名称：

  Regioselective Metalation of Fluoroanilines. An Application to the Synthesis of Fluorinated Oxazolidinone Antibacterial Agents

  摘要：

  The regioselective para lithiation of 3-fluoro- and 3,5-dinuoroaniline stabase derivatives is described. These intermediates were subjected to a reaction sequence involving (1) transmetalation with zinc chloride, (2) a palladium-catalyzed coupling reaction with various pyridyl bromides, and (3) removal of the stabase protecting group, to generate fluorinated 4-(pyridyl)anilines. These compounds are. key subunits for the synthesis of selected fluorinated oxazolidinone antibacterial agents. Representative applications of these intermediates to the synthesis of three potent oxazolidinone analogues are discussed. One facet of the described procedure involves a unique iodocyclocarbamation reaction featuring a pyridine additive.

  DOI：

  10.1021/jo00121a050
• 作为产物：
  描述：

  4-吡啶硼酸频哪醇酯 在 四(三苯基膦)钯 、 镍 、 potassium carbonate 、 肼 作用下， 以 甲醇 、 乙醇 、 水 、 甲苯 为溶剂， 生成 4-(4-Pyridyl)-3-fluoroaniline
  参考文献：
  名称：

  Discovery of lipoic acid-4-phenyl-1H-pyrazole hybrids as novel bifunctional ROCK inhibitors with antioxidant activity

  摘要：

  一种具有抗氧化性质的高选择性ROCK2抑制剂。

  DOI：

  10.1039/c6ra12081d

文献信息

• [EN] FUSED-RING COMPOUNDS, PHARMACEUTICAL COMPOSITION AND USES THEREOF<br/>[FR] COMPOSÉS À CYCLES FUSIONNÉS, COMPOSITION PHARMACEUTIQUE ET UTILISATIONS ASSOCIÉES
  申请人：SHANGHAI DE NOVO PHARMATECH CO LTD

  公开号：WO2016131381A1

  公开（公告）日：2016-08-25

  This disclosure is related to a fused-ring compound of formula (I) and/or a pharmaceutically acceptable salt thereof, a pharmaceutical composition comprising the fused ring compound of formula (I) and/or a pharmaceutically acceptable salt thereof, preparation methods thereof, and use thereof in modulating activity of indoleamine 2, 3-dioxygenase (IDO) and/or tryptophan 2, 3-dioxygenase (TDO); this disclosure further provides methods of treating IDO and/or TDO-associated diseases, including cancer, viral infection and autoimmune diseases.
• Regioselective Metalation of Fluoroanilines. An Application to the Synthesis of Fluorinated Oxazolidinone Antibacterial Agents
  作者：Kevin C. Grega、Michael R. Barbachyn、Steven J. Brickner、Stephen A. Mizsak

  DOI：10.1021/jo00121a050

  日期：1995.8

  The regioselective para lithiation of 3-fluoro- and 3,5-dinuoroaniline stabase derivatives is described. These intermediates were subjected to a reaction sequence involving (1) transmetalation with zinc chloride, (2) a palladium-catalyzed coupling reaction with various pyridyl bromides, and (3) removal of the stabase protecting group, to generate fluorinated 4-(pyridyl)anilines. These compounds are. key subunits for the synthesis of selected fluorinated oxazolidinone antibacterial agents. Representative applications of these intermediates to the synthesis of three potent oxazolidinone analogues are discussed. One facet of the described procedure involves a unique iodocyclocarbamation reaction featuring a pyridine additive.
• Discovery of lipoic acid-4-phenyl-1H-pyrazole hybrids as novel bifunctional ROCK inhibitors with antioxidant activity
  作者：Ya-lin Tu、Qiu-he Chen、Sheng-nan Wang、Asko Uri、Xiao-hong Yang、Jia-qi Chu、Jing-kao Chen、Bing-ling Luo、Xiao-hong Chen、Shi-jun Wen、Rong-biao Pi

  DOI：10.1039/c6ra12081d

  日期：——

  A potently selective ROCK2 inhibitor with antioxidative properties.

  一种具有抗氧化性质的高选择性ROCK2抑制剂。