4-(1,2-diisopropyl-imidazol-4-yl)-2-pyrimidinamine | 1258215-34-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(1,2-diisopropyl-imidazol-4-yl)-2-pyrimidinamine
• 英文别名: 4-[1,2-Di(propan-2-yl)imidazol-4-yl]pyrimidin-2-amine；4-[1,2-di(propan-2-yl)imidazol-4-yl]pyrimidin-2-amine
• CAS: 1258215-34-7
• 化学式: C₁₃H₁₉N₅
• 分子量: 245.327
• InChiKey: LNLPLAHHOCVOMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(1,2-diisopropyl-imidazol-4-yl)-2-pyrimidinamine 、 N-(6-tert-butyloxycarbonyl-aminohexyl)-4-iodobenzenesulfonamide 在 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以95%的产率得到N-(6-tert-butyloxycarbonyl aminohexyl)-4-[4-(1,2-diisopropyl-imidazol-4-yl)-2-pyrimidinylamino] benzenesulfonamide
  参考文献：
  名称：

  Concise, flexible syntheses of 4-(4-imidazolyl)pyrimidine cyclin-dependent kinase 2 (CDK2) inhibitors

  摘要：

  A flexible six-step synthesis of potential cyclin-dependent kinase 2 (CDK2) inhibitors is reported. The synthesis involves the condensation between 3-chloro-4,4-dimethoxy-2-butanone and amidines, which provides acetyl-imidazoles and late stage palladium-catalyzed N-arylation to give the target pyrimidine derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.074
• 作为产物：
  描述：

  盐酸胍 、 (E)-3-(dimethylamino)-1-(1,2-diisopropyl-imidazol-4-yl)-2-propenone 在 sodium methylate 作用下， 以 甲醇 、 丙醇 为溶剂， 反应 12.0h， 以92%的产率得到4-(1,2-diisopropyl-imidazol-4-yl)-2-pyrimidinamine
  参考文献：
  名称：

  Concise, flexible syntheses of 4-(4-imidazolyl)pyrimidine cyclin-dependent kinase 2 (CDK2) inhibitors

  摘要：

  A flexible six-step synthesis of potential cyclin-dependent kinase 2 (CDK2) inhibitors is reported. The synthesis involves the condensation between 3-chloro-4,4-dimethoxy-2-butanone and amidines, which provides acetyl-imidazoles and late stage palladium-catalyzed N-arylation to give the target pyrimidine derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.074

文献信息

• Concise, flexible syntheses of 4-(4-imidazolyl)pyrimidine cyclin-dependent kinase 2 (CDK2) inhibitors
  作者：Mathieu Toumi、Marion Barbazanges、Sebastian H.B. Kroll、Hetal Patel、Simak Ali、R. Charles Coombes、Anthony G.M. Barrett

  DOI：10.1016/j.tetlet.2010.09.074

  日期：2010.11

  A flexible six-step synthesis of potential cyclin-dependent kinase 2 (CDK2) inhibitors is reported. The synthesis involves the condensation between 3-chloro-4,4-dimethoxy-2-butanone and amidines, which provides acetyl-imidazoles and late stage palladium-catalyzed N-arylation to give the target pyrimidine derivatives. (C) 2010 Elsevier Ltd. All rights reserved.