Ethyl 5-methyl-4-nitropyrrole-2-carboxylate | 25907-27-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: Ethyl 5-methyl-4-nitropyrrole-2-carboxylate
• 英文别名: 5-methyl-4-nitro-pyrrole-2-carboxylic acid ethyl ester；ethyl 5-methyl-4-nitro-2-pyrrolcarboxylate；5-Methyl-4-nitro-pyrrol-2-carbonsaeure-ethylester；2-Methyl-3-nitropyrrol-5-carbonsaeureethylester；ethyl 5-methyl-4-nitro-1H-pyrrole-2-carboxylate
• CAS: 25907-27-1
• 化学式: C₈H₁₀N₂O₄
• 分子量: 198.178
• InChiKey: STYBMPQELKKJIE-UHFFFAOYSA-N

物化性质

• 沸点：
  353.8±37.0 °C(Predicted)
• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  87.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl 5-methyl-4-nitropyrrole-2-carboxylate 在 盐酸 、 氢氧化钾 、 十六烷基三丁基溴化磷 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 19.5h， 生成 1,2-二甲基-3-硝基吡咯
  参考文献：
  名称：

  Synthesis and nucleophilic properties of 1,2-dialkyl-3-nitropyrroles and 1,5-dialkyl-4-nitropyrrole-2-carboxylic acid derivatives

  摘要：

  1,2-Dialkyl-3-nitropyrroles 1 are versatile synthetic tools for obtaining substituted pyrrolidines or fused ring heterocycles such as pyrrolopyridines, pyrrolopyrimidines or pyrroloazepines. We have established a method for obtaining compounds related to structure 1 and studied the reactivity as a nucleophile of the benzylic type moiety in the alkyl residue bound to position 2.

  DOI：

  10.1039/p19960002277
• 作为产物：
  描述：

  2-甲基吡咯 在 硝酸 、 sodium ethanolate 作用下， 以 乙醚 为溶剂， 反应 3.5h， 生成 Ethyl 5-methyl-4-nitropyrrole-2-carboxylate
  参考文献：
  名称：

  Synthesis and nucleophilic properties of 1,2-dialkyl-3-nitropyrroles and 1,5-dialkyl-4-nitropyrrole-2-carboxylic acid derivatives

  摘要：

  1,2-Dialkyl-3-nitropyrroles 1 are versatile synthetic tools for obtaining substituted pyrrolidines or fused ring heterocycles such as pyrrolopyridines, pyrrolopyrimidines or pyrroloazepines. We have established a method for obtaining compounds related to structure 1 and studied the reactivity as a nucleophile of the benzylic type moiety in the alkyl residue bound to position 2.

  DOI：

  10.1039/p19960002277

文献信息

• Aminopyrrolidine platinum compounds, a process for preparing them and pharmaceutical compositions containing them
  申请人：FERRER INTERNACIONAL, S.A.

  公开号：EP0517225A1

  公开（公告）日：1992-12-09

  The present invention provides compounds of the formula by treatment of a potassium tetrachloroplatinite solution in water with the corresponding aminopyrrolidine. In the compounds of the present invention R is a linear alkyl group containing 1 to 12 carbon atoms and R₁ is a linear alkyl group containing 1 to 3 carbon atoms. The compounds of the present invention have pharmacological application due to their antitumor activity.

  本发明提供了一种通过在水中处理四氯合铂酸钾溶液与相应的氨基吡咯烷得到的公式化合物。在本发明的化合物中，R是含有1至12个碳原子的直链烷基基团，R₁是含有1至3个碳原子的直链烷基基团。由于其抗肿瘤活性，本发明的化合物具有药理应用。
• Synthesis and nucleophilic properties of 1,2-dialkyl-3-nitropyrroles and 1,5-dialkyl-4-nitropyrrole-2-carboxylic acid derivatives
  作者：Antoni M. Molins-Pujol、Concepció Moranta、Carmina Arroyo、M. Teresa Rodríguez、M. Carmen Meca、M. Dolors Pujol、Joaquim Bonal

  DOI：10.1039/p19960002277

  日期：——

  1,2-Dialkyl-3-nitropyrroles 1 are versatile synthetic tools for obtaining substituted pyrrolidines or fused ring heterocycles such as pyrrolopyridines, pyrrolopyrimidines or pyrroloazepines. We have established a method for obtaining compounds related to structure 1 and studied the reactivity as a nucleophile of the benzylic type moiety in the alkyl residue bound to position 2.