4-N-(3-chloro-4-phenylmethoxyphenyl)-5-[(3-chloro-4-phenylmethoxyphenyl)iminomethyl]pyrimidine-4,6-diamine | 1005031-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-N-(3-chloro-4-phenylmethoxyphenyl)-5-[(3-chloro-4-phenylmethoxyphenyl)iminomethyl]pyrimidine-4,6-diamine
• CAS: 1005031-48-0
• 化学式: C₃₁H₂₅Cl₂N₅O₂
• 分子量: 570.478
• InChiKey: FBZYKCHEMOAMDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  94.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-benzyloxy-3-chloroaniline 、 4-氨基-6-氯-5-醛基嘧啶 以 异丙醇 为溶剂， 反应 2.5h， 以26.1%的产率得到4-N-(3-chloro-4-phenylmethoxyphenyl)-5-[(3-chloro-4-phenylmethoxyphenyl)iminomethyl]pyrimidine-4,6-diamine
  参考文献：
  名称：

  A chemoselective aniline–chloropyrimidine coupling in a competing electrophilic environment

  摘要：

  A highly chemoselective substitution on 4-amino-6-chloropyrimidine ring system having a competing aldehyde functionality has been realized with anilines which produces 4, 6-diaminopyrimidine-5-carbaldehyde in high yield. The reaction may involve the intermediacy of imines. A variety of aromatic amines participate in this reaction successfully to generate diaminopyrimidine aldehydes in moderate to high yield. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.009

文献信息

• A novel 5-[1,3,4-oxadiazol-2-yl]-N-aryl-4,6-pyrimidine diamine having dual EGFR/HER2 kinase activity: Design, synthesis, and biological activity
  作者：Terry V. Hughes、Guozhang Xu、Steven K. Wetter、Peter J. Connolly、Stuart L. Emanuel、Prabha Karnachi、Scott R. Pollack、Niranjan Pandey、Mary Adams、Sandra Moreno-Mazza、Steven A. Middleton、Lee M. Greenberger

  DOI：10.1016/j.bmcl.2008.07.057

  日期：2008.9

  A novel 5-[1,3,4-oxadiazol-2-yl]-N-aryl-4,6-pyrimidine diamine was synthesized and found to have potent dual EGFR/HER2 kinase inhibitory activity. The structure-based drug design of this molecule as well as the kinase and cellular inhibition of HER2 kinase dependent cell lines will be discussed. (C) 2008 Elsevier Ltd. All rights reserved.
• A chemoselective aniline–chloropyrimidine coupling in a competing electrophilic environment
  作者：Anusuya Choudhury、Hongfeng Chen、Christopher N. Nilsen、Kirk L. Sorgi

  DOI：10.1016/j.tetlet.2007.11.009

  日期：2008.1

  A highly chemoselective substitution on 4-amino-6-chloropyrimidine ring system having a competing aldehyde functionality has been realized with anilines which produces 4, 6-diaminopyrimidine-5-carbaldehyde in high yield. The reaction may involve the intermediacy of imines. A variety of aromatic amines participate in this reaction successfully to generate diaminopyrimidine aldehydes in moderate to high yield. (C) 2007 Elsevier Ltd. All rights reserved.