1-butyl-3-[2-(4-chlorophenyl)-5-methyl-2H-pyrazol-3-yl]urea | 1575698-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-butyl-3-[2-(4-chlorophenyl)-5-methyl-2H-pyrazol-3-yl]urea
• CAS: 1575698-52-0
• 化学式: C₁₅H₁₉ClN₄O
• 分子量: 306.795
• InChiKey: INOJFWDMHJLXAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.95
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-butyl-3-[2-(4-chlorophenyl)-5-methyl-2H-pyrazol-3-yl]urea 、 苯甲醛 在 三甲基氯硅烷 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以78%的产率得到5-butyl-1-(4-chlorophenyl)-3-methyl-4-phenyl-1,4,5,7-tetrahydro-pyrazolo[3,4-d]pyrimidin-6-one
  参考文献：
  名称：

  Synthesis of pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones

  摘要：

  A small library of hitherto unprepared pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones was synthesized on a preparative scale. The synthesis starts with a substituted 5-aminopyrazole that reacts with an isocyanate to give the corresponding urea. The latter undergoes a chlorotrimethylsilane-promoted [5+1] cyclocondensation with an aldehyde yielding the title pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-one. Both synthetic steps are high-yielding (74-94%). The intermediates and the target compounds were isolated by simple crystallization. Ketones with the exception of isatin do not react with the open-chain urea intermediates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.131
• 作为产物：
  描述：

  2-(4-氯苯基)-5-甲基-2H-吡唑-3-基胺 、 异氰酸正丁酯 以 乙腈 为溶剂， 以78%的产率得到1-butyl-3-[2-(4-chlorophenyl)-5-methyl-2H-pyrazol-3-yl]urea
  参考文献：
  名称：

  Synthesis of pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones

  摘要：

  A small library of hitherto unprepared pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones was synthesized on a preparative scale. The synthesis starts with a substituted 5-aminopyrazole that reacts with an isocyanate to give the corresponding urea. The latter undergoes a chlorotrimethylsilane-promoted [5+1] cyclocondensation with an aldehyde yielding the title pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-one. Both synthetic steps are high-yielding (74-94%). The intermediates and the target compounds were isolated by simple crystallization. Ketones with the exception of isatin do not react with the open-chain urea intermediates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.131