ethyl 5-{[(1Z)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-(ethylamino)-3-methylbutylidene]amino}-1-methyl-1H-pyrazole-4-carboxylate | 943720-93-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: ethyl 5-{[(1Z)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-(ethylamino)-3-methylbutylidene]amino}-1-methyl-1H-pyrazole-4-carboxylate
• 英文别名: ethyl 5-[[C-[1-(1,3-dioxoisoindol-2-yl)-2-methylpropyl]-N-ethylcarbonimidoyl]amino]-1-methylpyrazole-4-carboxylate
• CAS: 943720-93-2
• 化学式: C₂₂H₂₇N₅O₄
• 分子量: 425.487
• InChiKey: UJTJWXGELBYSIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 5-{[(1Z)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-(ethylamino)-3-methylbutylidene]amino}-1-methyl-1H-pyrazole-4-carboxylate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以65%的产率得到2-[1-(5-ethyl-1-methyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-2-methylpropyl]-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  A novel synthesis of substituted 4H-pyrazolo[3,4-d]pyrimidin-4-ones

  摘要：

  A novel synthesis of 4H-pyrazolo-[3,4-d]pyrimidin-4-ones is described. This approach utilizes an in situ generated imino-chloride as a key precursor for amidine formation, with subsequent base-catalyzed ring closure. This method represents a mild and efficient entry into this ring system which is amenable to diversification of the core template. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.043
• 作为产物：
  描述：

  5-氨基-1-甲基吡唑-4-甲酸乙酯 在 六氯乙烷 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 ethyl 5-{[(1Z)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-(ethylamino)-3-methylbutylidene]amino}-1-methyl-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  A novel synthesis of substituted 4H-pyrazolo[3,4-d]pyrimidin-4-ones

  摘要：

  A novel synthesis of 4H-pyrazolo-[3,4-d]pyrimidin-4-ones is described. This approach utilizes an in situ generated imino-chloride as a key precursor for amidine formation, with subsequent base-catalyzed ring closure. This method represents a mild and efficient entry into this ring system which is amenable to diversification of the core template. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.043

文献信息

• A novel synthesis of substituted 4H-pyrazolo[3,4-d]pyrimidin-4-ones
  作者：Nicholas D. Adams、Stanley J. Schmidt、Steven D. Knight、Dashyant Dhanak

  DOI：10.1016/j.tetlet.2007.04.043

  日期：2007.6

  A novel synthesis of 4H-pyrazolo-[3,4-d]pyrimidin-4-ones is described. This approach utilizes an in situ generated imino-chloride as a key precursor for amidine formation, with subsequent base-catalyzed ring closure. This method represents a mild and efficient entry into this ring system which is amenable to diversification of the core template. (c) 2007 Elsevier Ltd. All rights reserved.