ethyl 4-(4-dimethylaminophenyl)-2-(6-fluoro-4-methylquinazolin-2-ylamino)-6-methyl-1,4-dihydropyrimidine-5-carboxylate | 1449242-49-2

• 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: ethyl 4-(4-dimethylaminophenyl)-2-(6-fluoro-4-methylquinazolin-2-ylamino)-6-methyl-1,4-dihydropyrimidine-5-carboxylate
• 英文别名: Ethyl 4-[4-(dimethylamino)phenyl]-2-[(6-fluoro-4-methylquinazolin-2-yl)amino]-6-methyl-1,4-dihydropyrimidine-5-carboxylate；ethyl 4-[4-(dimethylamino)phenyl]-2-[(6-fluoro-4-methylquinazolin-2-yl)amino]-6-methyl-1,4-dihydropyrimidine-5-carboxylate
• CAS: 1449242-49-2
• 化学式: C₂₅H₂₇FN₆O₂
• 分子量: 462.527
• InChiKey: CFLFZNLINIUBLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(6-Fluoro-4-methyl-quinazolin-2-yl)-guanidine 、 2-(4-Dimethylamino-benzyliden)-acetessigsaeureethylester 在 六氟异丙醇 、 碳酸氢钠 作用下， 反应 16.0h， 以40%的产率得到ethyl 4-(4-dimethylaminophenyl)-2-(6-fluoro-4-methylquinazolin-2-ylamino)-6-methyl-1,4-dihydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Condensation reactions of guanidines with bis-electrophiles: formation of highly nitrogenous heterocycles

  摘要：

  2-Amino-1,4-dihydropyrimidines were reacted with bis-electrophiles to produce novel fused bipyrimidine, pyrimidoaminotriazine, and pyrimidosulfonamide scaffolds. In addition, a quinazoline library was constructed using a guanidine Atwal-Biginelli reaction with 1-(quinazolin-2-yl)guanidines. The product heterocycles have novel constitutions with high nitrogen atom counts and represent valuable additions to screening libraries for the discovery of new modulators of biological targets. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.127

文献信息

• Condensation reactions of guanidines with bis-electrophiles: formation of highly nitrogenous heterocycles
  作者：David M. Arnold、Matthew G. LaPorte、Shelby M. Anderson、Peter Wipf

  DOI：10.1016/j.tet.2013.04.127

  日期：2013.9

  2-Amino-1,4-dihydropyrimidines were reacted with bis-electrophiles to produce novel fused bipyrimidine, pyrimidoaminotriazine, and pyrimidosulfonamide scaffolds. In addition, a quinazoline library was constructed using a guanidine Atwal-Biginelli reaction with 1-(quinazolin-2-yl)guanidines. The product heterocycles have novel constitutions with high nitrogen atom counts and represent valuable additions to screening libraries for the discovery of new modulators of biological targets. (C) 2013 Elsevier Ltd. All rights reserved.