4-((5-methyl-1H-pyrazol-3-yl)amino)quinazoline | 1206694-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-((5-methyl-1H-pyrazol-3-yl)amino)quinazoline
• 英文别名: N-(5-methyl-1H-pyrazol-3-yl)quinazolin-4-amine
• CAS: 1206694-16-7
• 化学式: C₁₂H₁₁N₅
• 分子量: 225.253
• InChiKey: OXKVRDNXSFLOCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-羟基喹唑啉 在 六氯环三磷腈 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 17.0h， 生成 4-((5-methyl-1H-pyrazol-3-yl)amino)quinazoline
  参考文献：
  名称：

  An efficient HCCP-mediated direct amination of quinazolin-4(3H)-ones

  摘要：

  An efficient direct amination of quinazolin-4(3H)-ones has been developed. Treatment of quinazolin-4(3H)-ones with HCCP, DIPEA, and N-contained nucleophiles in acetonitrile could be able to form the corresponding 4-aminoquinazoline derivatives. Under the optimal reaction conditions, the amination products were achieved in good yields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.067

文献信息

• One-Pot Synthesis of 4-Aminoquinazolines by Hexamethyldisilazane-Mediated Reaction of Quinazolin-4(3<i>H</i>)-ones with Amines
  作者：Zhen-Lu Shen、Xiao-Fei He、Yi-Ming Hong、Xin-Quan Hu、Wei-Min Mo、Bao-Xiang Hu、Nan Sun

  DOI：10.1080/00397911.2010.519843

  日期：2011.12.15

  Abstract Hexamethyldisilazane-mediated reaction of quinazolin-4(3H)-ones with primary amines led to facile formation of 4-aminoquinazolines through tandem silylation and substitution in a single pot. Excellent yields of the products (83–97%) and environmental friendliness (avoiding the use of chlorination reagents) are the advantages of this method.

  摘要 喹唑啉-4(3H)-酮与伯胺的六甲基二硅氮烷介导的反应导致在单锅中通过串联硅烷化和取代轻松形成 4-氨基喹唑啉。该方法的优点是产品收率（83-97%）和环境友好（避免使用氯化试剂）。
• Switching the Chemoselectivity in the Amination of 4-Chloroquinazolines with Aminopyrazoles
  作者：Zhenlu Shen、Yiming Hong、Xiaofei He、Weimin Mo、Baoxiang Hu、Nan Sun、Xinquan Hu

  DOI：10.1021/ol902759k

  日期：2010.2.5

  The chemoselectivity in the amination of 4-chloroquinazolines with 3-amino-1-pyrazoles was studied. Under the conditions of Pd-2(dba)(3)/Xantphos/Na2CO3, 4-chloroquinazolines underwent selective amination with the cyclic secondary amino group of 3-amino-1H-pyrazoles, whereas 4-chloroquinazolines were exclusively aminated with the primary amino group of 3-amino-1H-pyrazoles via SNAr substitution in the presence of HCI.