1-benzyl-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-1H-benzimidazol-2-amine | 882236-02-4

• 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-benzyl-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-1H-benzimidazol-2-amine
• 英文别名: 1-benzyl-N-(5-methyl-2-phenylpyrazol-3-yl)benzimidazol-2-amine
• CAS: 882236-02-4
• 化学式: C₂₄H₂₁N₅
• 分子量: 379.464
• InChiKey: LWZRSCLVBDUTFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  47.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyl-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-1H-benzimidazol-2-amine 、 靛红 在 三甲基氯硅烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以83%的产率得到8-benzyl-14-methyl-12-phenylspiro[1,8,10,12,13-pentazatetracyclo[7.7.0.02,7.011,15]hexadeca-2,4,6,9,11(15),13-hexaene-16,3'-1H-indole]-2'-one
  参考文献：
  名称：

  High Throughput Synthesis of Extended Pyrazolo[3,4-d]dihydropyrimidines

  摘要：

  Thirteen 5-hetarylaminopyrazoles were synthesized in 62-93% yield through the arylation of 1-isopropyl- and 1-phenyl-5-aminopyrazoles with electrophilic hetarylhalides under optimized conditions. Condensation of 5-hetarylaminopyrazoles with carbonyl compounds facilitated by AcOH or Me3SiCl furnished 23 pyrazolo[3,4-d]dihydropyrimidines in 69-86% yield. The target compounds were isolated through simple crystallization. The scope and limitation of the method are discussed.

  DOI：

  10.1021/co300063x
• 作为产物：
  描述：

  5-氨基-3-甲基-1-苯基吡唑 、 1-苄基-2-氯苯并咪唑 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 12.67h， 以87%的产率得到1-benzyl-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-1H-benzimidazol-2-amine
  参考文献：
  名称：

  High Throughput Synthesis of Extended Pyrazolo[3,4-d]dihydropyrimidines

  摘要：

  Thirteen 5-hetarylaminopyrazoles were synthesized in 62-93% yield through the arylation of 1-isopropyl- and 1-phenyl-5-aminopyrazoles with electrophilic hetarylhalides under optimized conditions. Condensation of 5-hetarylaminopyrazoles with carbonyl compounds facilitated by AcOH or Me3SiCl furnished 23 pyrazolo[3,4-d]dihydropyrimidines in 69-86% yield. The target compounds were isolated through simple crystallization. The scope and limitation of the method are discussed.

  DOI：

  10.1021/co300063x

文献信息

• High Throughput Synthesis of Extended Pyrazolo[3,4-<i>d</i>]dihydropyrimidines
  作者：Sergey V. Ryabukhin、Dmitry S. Granat、Andrey S. Plaskon、Alexander N. Shivanyuk、Andrey A. Tolmachev、Yulian M. Volovenko

  DOI：10.1021/co300063x

  日期：2012.8.13

  Thirteen 5-hetarylaminopyrazoles were synthesized in 62-93% yield through the arylation of 1-isopropyl- and 1-phenyl-5-aminopyrazoles with electrophilic hetarylhalides under optimized conditions. Condensation of 5-hetarylaminopyrazoles with carbonyl compounds facilitated by AcOH or Me3SiCl furnished 23 pyrazolo[3,4-d]dihydropyrimidines in 69-86% yield. The target compounds were isolated through simple crystallization. The scope and limitation of the method are discussed.