1-(3-tert-butyl-1-(4-methoxycarbonylphenyl)-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea | 1244045-25-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(3-tert-butyl-1-(4-methoxycarbonylphenyl)-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea
• 英文别名: Methyl 4-[3-tert-butyl-5-[[4-(2-morpholin-4-ylethoxy)naphthalen-1-yl]carbamoylamino]pyrazol-1-yl]benzoate；methyl 4-[3-tert-butyl-5-[[4-(2-morpholin-4-ylethoxy)naphthalen-1-yl]carbamoylamino]pyrazol-1-yl]benzoate
• CAS: 1244045-25-7
• 化学式: C₃₂H₃₇N₅O₅
• 分子量: 571.676
• InChiKey: LJWWEYBYVANXJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(3-tert-butyl-1-(4-methoxycarbonylphenyl)-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea 、 3-溴苯硼酸 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以95%的产率得到1-(3-tert-butyl-1-(4-hydroxylmethylphenyl)-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea
  参考文献：
  名称：

  Synthesis of p38 MAP kinase inhibitor BIRB 796 and analogs via copper-mediated N-arylation reaction

  摘要：

  Direct N-arylation of urea (5) with various arylboronic acids mediated by cupric acetate furnished BIR8796 and a range of N-substituted BIRB796 analogs in good to moderate yields in one step. Urea (5) was readily synthesized from commercially available compounds. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.109
• 作为产物：
  描述：

  1-(3-tert-butyl-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea 、 4-甲氧羰基苯硼酸 在 吡啶 、 copper diacetate 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以71%的产率得到1-(3-tert-butyl-1-(4-methoxycarbonylphenyl)-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea
  参考文献：
  名称：

  Synthesis of p38 MAP kinase inhibitor BIRB 796 and analogs via copper-mediated N-arylation reaction

  摘要：

  Direct N-arylation of urea (5) with various arylboronic acids mediated by cupric acetate furnished BIR8796 and a range of N-substituted BIRB796 analogs in good to moderate yields in one step. Urea (5) was readily synthesized from commercially available compounds. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.109

文献信息

• Synthesis of p38 MAP kinase inhibitor BIRB 796 and analogs via copper-mediated N-arylation reaction
  作者：Zhulin Tan、Jinhua J. Song、Jonathan T. Reeves、Daniel R. Fandrick、Heewon Lee、Scot Campbell、Nathan K. Yee

  DOI：10.1016/j.tetlet.2010.06.109

  日期：2010.8

  Direct N-arylation of urea (5) with various arylboronic acids mediated by cupric acetate furnished BIR8796 and a range of N-substituted BIRB796 analogs in good to moderate yields in one step. Urea (5) was readily synthesized from commercially available compounds. (C) 2010 Elsevier Ltd. All rights reserved.