2-tert-butyl-4-morpholinoquinazoline | 1256556-22-5

• 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-tert-butyl-4-morpholinoquinazoline
• 英文别名: 4-(2-(tert-Butyl)quinazolin-4-yl)morpholine；4-(2-tert-butylquinazolin-4-yl)morpholine
• CAS: 1256556-22-5
• 化学式: C₁₆H₂₁N₃O
• 分子量: 271.362
• InChiKey: QKEXILUDHKJXTO-UHFFFAOYSA-N

物化性质

• 沸点：
  366.2±42.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H320,H335

反应信息

• 作为产物：
  描述：

  N-(2-cyanophenyl)pivalamide 在 五氯化磷 作用下， 以 环丁砜 、 乙腈 为溶剂， 反应 20.0h， 生成 2-tert-butyl-4-morpholinoquinazoline
  参考文献：
  名称：

  Convenient and Practical One-Pot Synthesis of 4-Chloropyrimidines via a Novel Chloroimidate Annulation

  摘要：

  Reaction of aromatic or heteroaromatic 2-acyl(amino)nitriles with phosphorus pentachloride triggers a novel chloroimidate cyclization, leading directly to the corresponding annullated 4-chloropyrimidines in good to excellent yields. The reaction lends itself to the telescoped one-pot construction of 4-functionalized pyrimidines from the corresponding (hetero)aromatic 2-aminonitriles. For a pyrazolopyrimidine development intermediate, this reaction was scaled up to multikilogram scale with excellent results. A total of 10 examples with different substrates are provided. This one-pot reaction provides an attractive and sustainable alternative to the commonly used multistep methodology for this transformation.

  DOI：

  10.1021/op1002352

文献信息

• Convenient and Practical One-Pot Synthesis of 4-Chloropyrimidines via a Novel Chloroimidate Annulation
  作者：Thomas Storz、Richard Heid、Joseph Zeldis、Steven M. Hoagland、Vito Rapisardi、Susan Hollywood、George Morton

  DOI：10.1021/op1002352

  日期：2011.7.15

  Reaction of aromatic or heteroaromatic 2-acyl(amino)nitriles with phosphorus pentachloride triggers a novel chloroimidate cyclization, leading directly to the corresponding annullated 4-chloropyrimidines in good to excellent yields. The reaction lends itself to the telescoped one-pot construction of 4-functionalized pyrimidines from the corresponding (hetero)aromatic 2-aminonitriles. For a pyrazolopyrimidine development intermediate, this reaction was scaled up to multikilogram scale with excellent results. A total of 10 examples with different substrates are provided. This one-pot reaction provides an attractive and sustainable alternative to the commonly used multistep methodology for this transformation.