methyl 2-(4-(4-chloro-2-nitrophenyl)-3,3-diethyl-2-oxo-3,4-dihydropyrazin-1(2H)-yl)acetate | 1307232-36-5

• 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: methyl 2-(4-(4-chloro-2-nitrophenyl)-3,3-diethyl-2-oxo-3,4-dihydropyrazin-1(2H)-yl)acetate
• 英文别名: Methyl 2-[4-(4-chloro-2-nitrophenyl)-3,3-diethyl-2-oxopyrazin-1-yl]acetate
• CAS: 1307232-36-5
• 化学式: C₁₇H₂₀ClN₃O₅
• 分子量: 381.816
• InChiKey: DWGYIBRRQHCWLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  95.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-(4-(4-chloro-2-nitrophenyl)-3,3-diethyl-2-oxo-3,4-dihydropyrazin-1(2H)-yl)acetate 在 palladium 10% on activated carbon 、 甲酸铵 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 8.5h， 以80%的产率得到2-(carbomethoxymethyl)-4,4-diethyl-1,2-dihydro-8-chlorobenzo[4,5]imidazo[1,2-a]pyrazin-3-one
  参考文献：
  名称：

  Multicomponent Synthesis of Fused Benzimidazolopiperazines

  摘要：

  We present a novel protocol for the efficient synthesis of fused benzimidazolo piperazines starting from a four-component Ugi-Smiles reaction and a subsequent three-step cascade involving an acid-catalyzed cydization, an intramolecular reductive cyclization, and an oxidation.

  DOI：

  10.1021/jo200397m
• 作为产物：
  描述：

  4-氯-2-硝基苯酚 在 三氟乙酸 作用下， 以 甲醇 为溶剂， 反应 26.0h， 生成 methyl 2-(4-(4-chloro-2-nitrophenyl)-3,3-diethyl-2-oxo-3,4-dihydropyrazin-1(2H)-yl)acetate
  参考文献：
  名称：

  Multicomponent Synthesis of Fused Benzimidazolopiperazines

  摘要：

  We present a novel protocol for the efficient synthesis of fused benzimidazolo piperazines starting from a four-component Ugi-Smiles reaction and a subsequent three-step cascade involving an acid-catalyzed cydization, an intramolecular reductive cyclization, and an oxidation.

  DOI：

  10.1021/jo200397m

文献信息

• Multicomponent Synthesis of Fused Benzimidazolopiperazines
  作者：Laurent El Kaïm、Laurence Grimaud、Srinivas Reddy Purumandla

  DOI：10.1021/jo200397m

  日期：2011.6.3

  We present a novel protocol for the efficient synthesis of fused benzimidazolo piperazines starting from a four-component Ugi-Smiles reaction and a subsequent three-step cascade involving an acid-catalyzed cydization, an intramolecular reductive cyclization, and an oxidation.