4-Amino-2-phenylpyrido<2,3-d>pyrimidin | 41803-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 4-Amino-2-phenylpyrido<2,3-d>pyrimidin
• 英文别名: 2-Phenylpyrido[2,3-D]pyrimidin-4-amine
• CAS: 41803-68-3
• 化学式: C₁₃H₁₀N₄
• 分子量: 222.249
• InChiKey: DKHSAMAEYCZXKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Amino-2-phenylpyrido<2,3-d>pyrimidin 、 水 以70%的产率得到
  参考文献：
  名称：

  OSSELAERE J. P.; LAPIERE C. L., ANN. PHARM. FRANC. , 1974, 32, NO 11, 575-579

  摘要：

  DOI：
• 作为产物：
  描述：

  4-chloro-2-phenylpyrido[2,3-d]pyrimidine 在 氨 作用下， 以 环丁砜 、 水 、 乙腈 为溶剂， 反应 1.0h， 生成 4-Amino-2-phenylpyrido<2,3-d>pyrimidin
  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

• Korbonits, Dezsoe; Kiss, Pal; Simon, Kalman, Chemische Berichte, 1984, vol. 117, # 11, p. 3183 - 3193
  作者：Korbonits, Dezsoe、Kiss, Pal、Simon, Kalman、Kolonits, Pal

  DOI：——

  日期：——
• KORBONITS, D.;KISS, P.;SIMON, K.;KOLONITS, P., CHEM. BER., 1984, 117, N 11, 3183-3193
  作者：KORBONITS, D.、KISS, P.、SIMON, K.、KOLONITS, P.

  DOI：——

  日期：——
• 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.
• OSSELAERE J. P.; LAPIERE C. L., ANN. PHARM. FRANC. <APFR-AD>, 1974, 32, NO 11, 575-579
  作者：OSSELAERE J. P.、 LAPIERE C. L.

  DOI：——

  日期：——