dimethyl 3-amino-1-methyl-1H-pyrrole-2,4-dicarboxylate | 1257240-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: dimethyl 3-amino-1-methyl-1H-pyrrole-2,4-dicarboxylate
• 英文别名: 1H-Pyrrole-2,4-dicarboxylic acid, 3-amino-1-methyl-, 2,4-dimethyl ester；dimethyl 3-amino-1-methylpyrrole-2,4-dicarboxylate
• CAS: 1257240-73-5
• 化学式: C₉H₁₂N₂O₄
• mdl: MFCD24644261
• 分子量: 212.205
• InChiKey: RTDVKRFZVNMQMB-UHFFFAOYSA-N

物化性质

• 熔点：
  130-131 °C
• 沸点：
  326.5±37.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  丙二酸环(亚)异丙酯 、 dimethyl 3-amino-1-methyl-1H-pyrrole-2,4-dicarboxylate 、 4-氯苯甲醛 在 potassium hydroxide 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 4.5h， 以21%的产率得到7-(4-chlorophenyl)-1-methyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-b]-pyridine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis of 5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo-[3,2-b]pyridine-3-carboxylic acids by three-component condensation of 3-aminopyrrole derivatives

  摘要：

  5-Oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acids were prepared by three-component condensation of 3-aminopyrroles, (het)aromatic aldehydes and Meldrum's acid. The labile intermediate 3-aminopyrrole derivative was generated in situ by regioselective (at 2-position) decarboxylation of 3-aminopyrrole-2,4-dicarboxylic acid

  DOI：

  10.1016/j.mencom.2010.09.004
• 作为产物：
  描述：

  甲醇 、 diethyl 2-cyano-4-methyl-4-azahex-2-enedioate 、 sodium methylate 反应 1.0h， 以84%的产率得到dimethyl 3-amino-1-methyl-1H-pyrrole-2,4-dicarboxylate
  参考文献：
  名称：

  Synthesis of 5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo-[3,2-b]pyridine-3-carboxylic acids by three-component condensation of 3-aminopyrrole derivatives

  摘要：

  5-Oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acids were prepared by three-component condensation of 3-aminopyrroles, (het)aromatic aldehydes and Meldrum's acid. The labile intermediate 3-aminopyrrole derivative was generated in situ by regioselective (at 2-position) decarboxylation of 3-aminopyrrole-2,4-dicarboxylic acid

  DOI：

  10.1016/j.mencom.2010.09.004

文献信息

• Synthesis of 5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo-[3,2-b]pyridine-3-carboxylic acids by three-component condensation of 3-aminopyrrole derivatives
  作者：Boris V. Lichitsky、Arkady A. Dudinov、Andrey N. Komogortsev、Mikhail M. Krayushkin

  DOI：10.1016/j.mencom.2010.09.004

  日期：2010.9

  5-Oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acids were prepared by three-component condensation of 3-aminopyrroles, (het)aromatic aldehydes and Meldrum's acid. The labile intermediate 3-aminopyrrole derivative was generated in situ by regioselective (at 2-position) decarboxylation of 3-aminopyrrole-2,4-dicarboxylic acid