1-(8-methylquinazolin-4-yl)-1H-pyrazol-3-amine | 1206694-12-3

• 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: 1-(8-methylquinazolin-4-yl)-1H-pyrazol-3-amine
• 英文别名: 1-(8-Methylquinazolin-4-yl)pyrazol-3-amine；1-(8-methylquinazolin-4-yl)pyrazol-3-amine
• CAS: 1206694-12-3
• 化学式: C₁₂H₁₁N₅
• 分子量: 225.253
• InChiKey: KWXHDIGDVYJBGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯-8-甲基喹唑啉 、 3-氨基吡唑 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以28%的产率得到1-(8-methylquinazolin-4-yl)-1H-pyrazol-5-amine
  参考文献：
  名称：

  Switching the Chemoselectivity in the Amination of 4-Chloroquinazolines with Aminopyrazoles

  摘要：

  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.

  DOI：

  10.1021/ol902759k

文献信息

• 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.