2-(2-Fluorophenyl)-3-pyridin-3-ylimidazo[1,2-a]pyridine | 1353511-75-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-Fluorophenyl)-3-pyridin-3-ylimidazo[1,2-a]pyridine
• 英文别名: 2-(2-fluorophenyl)-3-pyridin-3-ylimidazo[1,2-a]pyridine
• CAS: 1353511-75-7
• 化学式: C₁₈H₁₂FN₃
• 分子量: 289.312
• InChiKey: DKXNJJOGZZPRLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氟苯硼酸 在 四(三苯基膦)钯 、 tricyclohexylphosphine tetrafluoroborate 、 palladium diacetate 、 sodium carbonate 、 potassium carbonate 、 三甲基丙酮酸 作用下， 以 1,4-二氧六环 、 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 15.0h， 生成 2-(2-Fluorophenyl)-3-pyridin-3-ylimidazo[1,2-a]pyridine
  参考文献：
  名称：

  Synthesis and biological evaluation of 2,3-diarylimidazo[1,2-a]pyridines as antileishmanial agents

  摘要：

  A novel series of 2,3-diarylimidazo[1,2-a]pyridines was synthesized and evaluated for their antileishmanial activities. Four derivatives exhibited good activity against the promastigote and intracellular amastigote stages of Leishmania major, coupled with a low cytotoxicity against the HeLa human cell line. The impact of compound lipophilicity on antiparasitic activities was investigated by Log D comparison. Although LmCK1 could be the parasitic target for three compounds (13, 18, 21), the inhibition of another target is under study to explain the antileishmanial effect of the most promising compounds. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.048

文献信息

• An efficient access to 2,3-diarylimidazo[1,2-a]pyridines via imidazo[1,2-a]pyridin-2-yl triflate through a Suzuki cross-coupling reaction-direct arylation sequence
  作者：Sophie Marhadour、Marc-Antoine Bazin、Pascal Marchand

  DOI：10.1016/j.tetlet.2011.11.015

  日期：2012.1

  An efficient method to prepare 2,3-diarylimidazo[1,2-a]pyridines is described. The procedure involves a Suzuki cross-coupling reaction followed by a direct arylation at position 3. Imidazo[1,2-a]pyridin-2-yl triflate was identified as a suitable coupling partner, permitting access to a variety of highly functionalized 2,3-diarylimidazo[1,2-a]pyridines.

  描述了一种制备2,3-二芳基咪唑并[1,2- a ]吡啶的有效方法。该过程涉及Suzuki交叉偶联反应，然后在3位直接芳基化。咪唑并[1,2- a ]吡啶-2-基三氟甲磺酸酯被确定为合适的偶联伴侣，从而可以使用各种高度官能化的2， 3-二芳基咪唑并[1,2- a ]吡啶。