2-Cyclopropyl-6-[(2-fluorophenyl)methylamino]-3-(pyridin-3-ylmethyl)quinazolin-4-one | 1395347-76-8

• 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: 2-Cyclopropyl-6-[(2-fluorophenyl)methylamino]-3-(pyridin-3-ylmethyl)quinazolin-4-one
• 英文别名: 2-cyclopropyl-6-[(2-fluorophenyl)methylamino]-3-(pyridin-3-ylmethyl)quinazolin-4-one
• CAS: 1395347-76-8
• 化学式: C₂₄H₂₁FN₄O
• 分子量: 400.455
• InChiKey: AINFOYTXNFWSOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-bromo-2-cyclopropyl-3-(pyridin-3-ylmethyl)quinazolin-4(3H)-one 、 2-氟苄胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以88%的产率得到2-Cyclopropyl-6-[(2-fluorophenyl)methylamino]-3-(pyridin-3-ylmethyl)quinazolin-4-one
  参考文献：
  名称：

  Pd-catalyzed amination of 6-halo-2-cyclopropyl-3-(pyridyl-3-ylmethyl) quinazolin-4(3H)-one

  摘要：

  6-Halo-2-cyclopropyl-3-(pyridyl-3-ylmethyl) quinazolin-4(3H)-one derivatives have been synthesized and utilized for amination reactions with aryl, heteroaryl and alkyl amines. Optimization of reaction conditions with different catalysts, ligands, bases, and solvents was conducted. The combination of Pd-2(dba)(3) with DavePhos (L3) proved to be best for these conversions in the presence of (NaOBu)-Bu-t in 1,4-dioxane at 100 degrees C. The relative reactivities of 6-bromo and 6-chloro-2,3-disubstitued quinazolinones with p-toluidine were conducted and as anticipated the 6-bromo analogue was totally consumed and 6-chloro derivative was completely unreactive. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.061

文献信息

• Pd-catalyzed amination of 6-halo-2-cyclopropyl-3-(pyridyl-3-ylmethyl) quinazolin-4(3H)-one
  作者：Ramesh Garlapati、Narender Pottabathini、Venkateshwarlu Gurram、Avinash B. Chaudhary、Venkata Rao Chunduri、Balaram Patro

  DOI：10.1016/j.tetlet.2012.07.061

  日期：2012.9

  6-Halo-2-cyclopropyl-3-(pyridyl-3-ylmethyl) quinazolin-4(3H)-one derivatives have been synthesized and utilized for amination reactions with aryl, heteroaryl and alkyl amines. Optimization of reaction conditions with different catalysts, ligands, bases, and solvents was conducted. The combination of Pd-2(dba)(3) with DavePhos (L3) proved to be best for these conversions in the presence of (NaOBu)-Bu-t in 1,4-dioxane at 100 degrees C. The relative reactivities of 6-bromo and 6-chloro-2,3-disubstitued quinazolinones with p-toluidine were conducted and as anticipated the 6-bromo analogue was totally consumed and 6-chloro derivative was completely unreactive. (C) 2012 Elsevier Ltd. All rights reserved.