(E)-1-[8-Chloro-2-(4-fluoro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-3-dimethylamino-propenone | 528867-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-1-[8-Chloro-2-(4-fluoro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-3-dimethylamino-propenone
• 英文别名: (E)-1-[8-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]-3-(dimethylamino)prop-2-en-1-one
• CAS: 528867-76-7
• 化学式: C₁₈H₁₅ClFN₃O
• 分子量: 343.788
• InChiKey: HUVMTZAXHLWCDS-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  37.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-环戊基胍盐酸盐 、 (E)-1-[8-Chloro-2-(4-fluoro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-3-dimethylamino-propenone 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 以80%的产率得到4-[8-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine
  参考文献：
  名称：

  Synthesis of Novel Imidazo[1,2-a]pyridines with Potent Activity against Herpesviruses

  摘要：

  Synthesis of a novel imidazopyridine with potent activity against herpes simplex viruses is presented. Several synthetic approaches that describe the introduction of a C-3 pyrimidine substituent on the imidazopyridine core via construction of the pyrimidine or Stille coupling are outlined. Methodology for efficient installation of C-8 amine substituents was developed. The outlined strategies provide a high-yielding, scalable route that is amenable to rapid analogue synthesis.

  DOI：

  10.1021/ol0343616
• 作为产物：
  描述：

  2,3-二氯吡啶 在 ammonium hydroxide 、 硫酸 、 碳酸氢钠 作用下， 以 异丙醇 为溶剂， 反应 198.0h， 生成 (E)-1-[8-Chloro-2-(4-fluoro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-3-dimethylamino-propenone
  参考文献：
  名称：

  Synthesis of Novel Imidazo[1,2-a]pyridines with Potent Activity against Herpesviruses

  摘要：

  Synthesis of a novel imidazopyridine with potent activity against herpes simplex viruses is presented. Several synthetic approaches that describe the introduction of a C-3 pyrimidine substituent on the imidazopyridine core via construction of the pyrimidine or Stille coupling are outlined. Methodology for efficient installation of C-8 amine substituents was developed. The outlined strategies provide a high-yielding, scalable route that is amenable to rapid analogue synthesis.

  DOI：

  10.1021/ol0343616