tert-butyl 4-(4-(5-(benzo[d]oxazol-2-yl)-6-(methylamino)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate | 1239369-35-7

• 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: tert-butyl 4-(4-(5-(benzo[d]oxazol-2-yl)-6-(methylamino)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate
• CAS: 1239369-35-7
• 化学式: C₂₆H₃₀N₆O₃
• 分子量: 474.563
• InChiKey: UMUBVXTUMNLTOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  98.31
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4-(5-(benzo[d]oxazol-2-yl)-6-(methylamino)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 在 三氟乙酸 、 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 以72%的产率得到3-(1,3-benzoxazol-2-yl)-N-methyl-5-(1-piperidin-4-ylpyrazol-4-yl)pyridin-2-amine;hydrochloride
  参考文献：
  名称：

  Discovery of aminopyridines substituted with benzoxazole as orally active c-Met kinase inhibitors

  摘要：

  We report the synthesis and biological evaluation of aminopyridines substituted with benzoxazole. The SAR of the aminopyridines was explored to improve the inhibitory activity against c-Met and to decrease hERG affinity. These studies led to the discovery of amide 24 which showed good c-Met inhibitory potency, low affinity to hERG and favorable pharmacokinetic properties in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.031
• 作为产物：
  描述：

  4-[4-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)-1H-吡唑-1-基]哌啶-1-甲酸叔丁酯 、 3-(benzo[d]oxazol-2-yl)-5-bromo-N-methylpyridin-2-amine 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.5h， 以91%的产率得到tert-butyl 4-(4-(5-(benzo[d]oxazol-2-yl)-6-(methylamino)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate
  参考文献：
  名称：

  Discovery of aminopyridines substituted with benzoxazole as orally active c-Met kinase inhibitors

  摘要：

  We report the synthesis and biological evaluation of aminopyridines substituted with benzoxazole. The SAR of the aminopyridines was explored to improve the inhibitory activity against c-Met and to decrease hERG affinity. These studies led to the discovery of amide 24 which showed good c-Met inhibitory potency, low affinity to hERG and favorable pharmacokinetic properties in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.031