benzyl (S)-2-(4-chloropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidine-1-carboxylate | 1072811-84-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl (S)-2-(4-chloropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidine-1-carboxylate
• CAS: 1072811-84-7
• 化学式: C₁₈H₁₇ClN₄O₂
• 分子量: 356.812
• InChiKey: BUGVANJBEVDWJA-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  59.73
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  benzyl (S)-2-(4-chloropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidine-1-carboxylate 、 3-氨基-5-环丙基-1H-吡唑 在 N,N-二异丙基乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以45%的产率得到(S)-benzyl 2-(4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrrolo[1,2-f][1,2,4]triazin-2-yl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Proline isosteres in a series of 2,4-disubstituted pyrrolo[1,2-f][1,2,4]triazine inhibitors of IGF-1R kinase and IR kinase

  摘要：

  Pyrrolidine, pyrrolidinone, carbocyclic, and acyclic groups were used as isosteric proline replacements in a series of insulin-like growth factor I receptor kinase/insulin receptor kinase inhibitors. Examples that were similar in potency to proline-containing reference compounds were shown to project a key fluoropyridine amide into a common space, while less potent compounds were not able to do so for reasons of stereochemistry or structural rigidity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.045
• 作为产物：
  描述：

  (S)-benzyl 2-(4-oxo-3,4-dihydropyrrolo[1,2-f][1,2,4]triazin-2-yl)pyrrolidine-1-carboxylate 在 三氯氧磷 作用下， 生成 benzyl (S)-2-(4-chloropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Proline isosteres in a series of 2,4-disubstituted pyrrolo[1,2-f][1,2,4]triazine inhibitors of IGF-1R kinase and IR kinase

  摘要：

  Pyrrolidine, pyrrolidinone, carbocyclic, and acyclic groups were used as isosteric proline replacements in a series of insulin-like growth factor I receptor kinase/insulin receptor kinase inhibitors. Examples that were similar in potency to proline-containing reference compounds were shown to project a key fluoropyridine amide into a common space, while less potent compounds were not able to do so for reasons of stereochemistry or structural rigidity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.045