N²,N⁴-bis(3-chlorophenyl)-6,8-di(pyridin-3-yl)quinazoline-2,4-diamine | 1629730-68-2

• 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: N²,N⁴-bis(3-chlorophenyl)-6,8-di(pyridin-3-yl)quinazoline-2,4-diamine
• 英文别名: 2-N,4-N-bis(3-chlorophenyl)-6,8-dipyridin-3-ylquinazoline-2,4-diamine
• CAS: 1629730-68-2
• 化学式: C₃₀H₂₀Cl₂N₆
• 分子量: 535.435
• InChiKey: PKOGVODMDPREQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氨基-3,5-二溴苯腈 在 caesium carbonate 、 N,N-二异丙基乙胺 、 sodium hydroxide 、 三氯氧磷 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 N²,N⁴-bis(3-chlorophenyl)-6,8-di(pyridin-3-yl)quinazoline-2,4-diamine
  参考文献：
  名称：

  One-Pot Chemoselective Synthesis of 2,4,6,8-Tetrasubstituted Quinazolines via Microwave-Assisted Consecutive Bis-SNAr/Bis-Suzuki–Miyaura Cross-Coupling Reactions

  摘要：

  A practical and efficient synthesis of 2,4,6,8-tetrasubstituted quinazolines through one-pot chemoselective sequential bis-SNAr/bis-Suzuki-Miyaura reactions under microwave irradiation is presented. The bis-SNAr reaction occurs selectively at the C-2 and C-4 positions of 6,8-dibromo-2,4-dichloroquinazoline and the bis-Suzuki-Miyaura cross-coupling at C-6 and C-8. This procedure affords convergent synthesis of polysubstituted quinazoline derivatives in high yields in very few steps and tolerates a wide range of boronic acids and amines.

  DOI：

  10.1055/s-0033-1341105

文献信息

• One-Pot Chemoselective Synthesis of 2,4,6,8-Tetrasubstituted Quinazolines via Microwave-Assisted Consecutive Bis-SNAr/Bis-Suzuki–Miyaura Cross-Coupling Reactions
  作者：Patrice Vanelle、Youssef Kabri、Maxime Crozet、Sébastien Redon

  DOI：10.1055/s-0033-1341105

  日期：——

  A practical and efficient synthesis of 2,4,6,8-tetrasubstituted quinazolines through one-pot chemoselective sequential bis-SNAr/bis-Suzuki-Miyaura reactions under microwave irradiation is presented. The bis-SNAr reaction occurs selectively at the C-2 and C-4 positions of 6,8-dibromo-2,4-dichloroquinazoline and the bis-Suzuki-Miyaura cross-coupling at C-6 and C-8. This procedure affords convergent synthesis of polysubstituted quinazoline derivatives in high yields in very few steps and tolerates a wide range of boronic acids and amines.