6-甲基-N-苯基咪唑并[1,2-a]吡嗪-3-胺 | 823806-59-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡嗪类
• 中文名称: 6-甲基-N-苯基咪唑并[1,2-a]吡嗪-3-胺
• 英文名称: 6-Methyl-N-phenylimidazo[1,2-a]pyrazin-3-amine
• CAS: 823806-59-3
• 化学式: C₁₃H₁₂N₄
• 分子量: 224.265
• InChiKey: GDORBKDKKMLLNW-UHFFFAOYSA-N

物化性质

• 密度：
  1.24±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-5-甲基吡嗪 、 1-异苯甲腈 、 乙醛酸 以 甲醇 、 二氯甲烷 为溶剂， 反应 20.5h， 以85%的产率得到6-甲基-N-苯基咪唑并[1,2-a]吡嗪-3-胺
  参考文献：
  名称：

  Glyoxylic Acid and MP-Glyoxylate:  Efficient Formaldehyde Equivalents in the 3-CC of 2-Aminoazines, Aldehydes, and Isonitriles

  摘要：

  Glyoxylic acid, either in solution or immobilized on MP-carbonate (MP-glyoxylate), participates in an uncatalyzed 3-CC with 2-aminoazines and isonitriles to afford novel 2-unsubstituted-3-amino-imidazoheterocycles. MP-glyoxylate serves as a particularly efficient and experimentally convenient formaldehyde equivalent and readily liberates products through decarboxylation/self-release from the resin. These examples furthermore constitute the first application in which MP-CO3 serves as a solid support for transformations involving carboxylic acids.

  DOI：

  10.1021/ol0478234

文献信息

• Glyoxylic Acid and MP-Glyoxylate:  Efficient Formaldehyde Equivalents in the 3-CC of 2-Aminoazines, Aldehydes, and Isonitriles
  作者：Michael A. Lyon、Timothy S. Kercher

  DOI：10.1021/ol0478234

  日期：2004.12.1

  Glyoxylic acid, either in solution or immobilized on MP-carbonate (MP-glyoxylate), participates in an uncatalyzed 3-CC with 2-aminoazines and isonitriles to afford novel 2-unsubstituted-3-amino-imidazoheterocycles. MP-glyoxylate serves as a particularly efficient and experimentally convenient formaldehyde equivalent and readily liberates products through decarboxylation/self-release from the resin. These examples furthermore constitute the first application in which MP-CO3 serves as a solid support for transformations involving carboxylic acids.