tert-butyl 4-[(3-aminopropyl)(methyl)amino]-3-methyl-5-oxo-2,5-dihydro-1H-pyrazole-1-carboxylate | 1336880-17-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl 4-[(3-aminopropyl)(methyl)amino]-3-methyl-5-oxo-2,5-dihydro-1H-pyrazole-1-carboxylate
• 英文别名: tert-butyl 4-[3-aminopropyl(methyl)amino]-5-methyl-3-oxo-1H-pyrazole-2-carboxylate
• CAS: 1336880-17-1
• 化学式: C₁₃H₂₄N₄O₃
• 分子量: 284.359
• InChiKey: FTGXVWPNBQEAJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  87.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  tert-butyl 2-(4-ethoxy-4-oxobut-2-en-2-yl)diazene-1-carboxylate 、 3-甲氨基丙胺 以 二氯甲烷 为溶剂， 反应 0.1h， 以54%的产率得到tert-butyl 4-[(3-aminopropyl)(methyl)amino]-3-methyl-5-oxo-2,5-dihydro-1H-pyrazole-1-carboxylate
  参考文献：
  名称：

  Divergent Regioselective Synthesis of 2,5,6,7-Tetrahydro-1H-1,4-diazepin-2-ones and 5H-1,4-Benzodiazepines

  摘要：

  A novel and simple one-pot synthesis of 3-substituted 2,5,6,7-tetrahydro-1H-1,4-diazepin-2-ones from 1,2-diaza-1,3-dienes (DDs) and N-unsubstituted aliphatic 1,3-diamines is described. Here we also report a procedure to selectively obtain alkyl 5H-1,4-benzodiazepine-3-carboxylates from the DDs and 2-aminobenzylamine. Both processes occur by means of sequential 1,4-conjugated addition followed by regioselective 7-exo cyclization. The behavior of N-methyl- and N,N'-dimethyl-1,3-diaminopropanes toward the DDs furnished pyrazol-3-ones and bis-alpha-aminohydrazones, respectively.

  DOI：

  10.1021/jo201497r

文献信息

• Divergent Regioselective Synthesis of 2,5,6,7-Tetrahydro-1<i>H</i>-1,4-diazepin-2-ones and 5<i>H</i>-1,4-Benzodiazepines
  作者：Orazio A. Attanasi、Lucia De Crescentini、Gianfranco Favi、Fabio Mantellini、Simona Nicolini

  DOI：10.1021/jo201497r

  日期：2011.10.21

  A novel and simple one-pot synthesis of 3-substituted 2,5,6,7-tetrahydro-1H-1,4-diazepin-2-ones from 1,2-diaza-1,3-dienes (DDs) and N-unsubstituted aliphatic 1,3-diamines is described. Here we also report a procedure to selectively obtain alkyl 5H-1,4-benzodiazepine-3-carboxylates from the DDs and 2-aminobenzylamine. Both processes occur by means of sequential 1,4-conjugated addition followed by regioselective 7-exo cyclization. The behavior of N-methyl- and N,N'-dimethyl-1,3-diaminopropanes toward the DDs furnished pyrazol-3-ones and bis-alpha-aminohydrazones, respectively.