2-benzyl-7-bromo-3-methyl-3,4-dihydro-1H-pyrido[1,2-a]pyrazine-1,6(2H)-dione | 1420476-86-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-benzyl-7-bromo-3-methyl-3,4-dihydro-1H-pyrido[1,2-a]pyrazine-1,6(2H)-dione
• 英文别名: 2-Benzyl-7-bromo-3-methyl-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione；2-benzyl-7-bromo-3-methyl-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione
• CAS: 1420476-86-3
• 化学式: C₁₆H₁₅BrN₂O₂
• 分子量: 347.211
• InChiKey: QDKMYPGONSIGAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴-6-羟基甲酸吡啶 、 2-苄基氨基丙醇 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以69%的产率得到2-benzyl-7-bromo-3-methyl-3,4-dihydro-1H-pyrido[1,2-a]pyrazine-1,6(2H)-dione
  参考文献：
  名称：

  Synthesis of Pyridopyrazine-1,6-diones from 6-Hydroxypicolinic Acids via a One-Pot Coupling/Cyclization Reaction

  摘要：

  A facile one-pot synthesis of 3,4-dihydro-1H-pyrido[1,2-a]pyrazine-1,6(2H)-diones (pyridopyrazine-1,6-diones) has been developed which employs a sequential coupling/cyclization reaction of 6-hydroxypicolinic acids and beta-hydroxylamines. The transformation proceeds In good yield under mild conditions using O-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU) to both carry out the amide formation and activate the hydroxyl group for intramolecular alkylation.

  DOI：

  10.1021/ol303463e

文献信息

• Synthesis of Pyridopyrazine-1,6-diones from 6-Hydroxypicolinic Acids via a One-Pot Coupling/Cyclization Reaction
  作者：Tuan P. Tran、Patrick B. Mullins、Christopher W. am Ende、Martin Pettersson

  DOI：10.1021/ol303463e

  日期：2013.2.1

  A facile one-pot synthesis of 3,4-dihydro-1H-pyrido[1,2-a]pyrazine-1,6(2H)-diones (pyridopyrazine-1,6-diones) has been developed which employs a sequential coupling/cyclization reaction of 6-hydroxypicolinic acids and beta-hydroxylamines. The transformation proceeds In good yield under mild conditions using O-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU) to both carry out the amide formation and activate the hydroxyl group for intramolecular alkylation.