N-[3-(3(5)-chloro-1H-5(3)-pyrazolyl)-2-quinoxalinyl]-N-(3-pyridyl)methylamine | 204654-36-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-[3-(3(5)-chloro-1H-5(3)-pyrazolyl)-2-quinoxalinyl]-N-(3-pyridyl)methylamine
• 英文别名: 3-(5-chloro-1H-pyrazol-3-yl)-N-(pyridin-3-ylmethyl)quinoxalin-2-amine
• CAS: 204654-36-4
• 化学式: C₁₇H₁₃ClN₆
• 分子量: 336.783
• InChiKey: HOXYPCGGNKIYER-UHFFFAOYSA-N

物化性质

• 沸点：
  621.0±55.0 °C(Predicted)
• 密度：
  1.450±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  79.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[3-(3(5)-chloro-1H-5(3)-pyrazolyl)-2-quinoxalinyl]-N-(3-pyridyl)methylamine 在 palladium on activated charcoal ammonium formate 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以86%的产率得到N-[3-(1H-5(3)-pyrazolyl)-2-quinoxalinyl]-N-(3-pyridyl)methylamine
  参考文献：
  名称：

  Syntheses in the Series of Pyrazolyl-substituted Quinoxalines

  摘要：

  Starting from 3-(3-chloro-1H-pyrazol-5-yl)-1H-quinoxalin-2-one (2), a dihydroquinoxalinone derivative (6) was synthesised as potential HIV-1 reverse transcriptase inhibitor. Moreover, a series of N(4)-[3-(3-pyrazolyl)-2-quinoxalinyl]-N(1),N(1)-diethyl-1,4-pentanediamines (compounds of type B) and N-[3-(3-pyrazolyl)-2-quinoxalinyl]-N-(3-pyridyl)methylamines (11-13)- structurally related to antimalarial agents - could be prepared via the 2-chloro-3-[3(5)-chloro-1H-pyrazol-5(3)-yl]quinoxaline (7). The position of the alkyl substituent on the pyrazole nitrogen was determined unequivocally from NOE difference experiments or X-Ray structure analysis.

  DOI：

  10.3987/com-97-7965
• 作为产物：
  描述：

  3-(3-chloro-1H-pyrazol-5-yl)quinoxalin-2(1H)-one 在 吡啶 、 三氯氧磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 17.0h， 生成 N-[3-(3(5)-chloro-1H-5(3)-pyrazolyl)-2-quinoxalinyl]-N-(3-pyridyl)methylamine
  参考文献：
  名称：

  Syntheses in the Series of Pyrazolyl-substituted Quinoxalines

  摘要：

  Starting from 3-(3-chloro-1H-pyrazol-5-yl)-1H-quinoxalin-2-one (2), a dihydroquinoxalinone derivative (6) was synthesised as potential HIV-1 reverse transcriptase inhibitor. Moreover, a series of N(4)-[3-(3-pyrazolyl)-2-quinoxalinyl]-N(1),N(1)-diethyl-1,4-pentanediamines (compounds of type B) and N-[3-(3-pyrazolyl)-2-quinoxalinyl]-N-(3-pyridyl)methylamines (11-13)- structurally related to antimalarial agents - could be prepared via the 2-chloro-3-[3(5)-chloro-1H-pyrazol-5(3)-yl]quinoxaline (7). The position of the alkyl substituent on the pyrazole nitrogen was determined unequivocally from NOE difference experiments or X-Ray structure analysis.

  DOI：

  10.3987/com-97-7965

文献信息

• Syntheses in the Series of Pyrazolyl-substituted Quinoxalines
  作者：Barbara Matuszczak、Kurt Mereiter

  DOI：10.3987/com-97-7965

  日期：——

  Starting from 3-(3-chloro-1H-pyrazol-5-yl)-1H-quinoxalin-2-one (2), a dihydroquinoxalinone derivative (6) was synthesised as potential HIV-1 reverse transcriptase inhibitor. Moreover, a series of N(4)-[3-(3-pyrazolyl)-2-quinoxalinyl]-N(1),N(1)-diethyl-1,4-pentanediamines (compounds of type B) and N-[3-(3-pyrazolyl)-2-quinoxalinyl]-N-(3-pyridyl)methylamines (11-13)- structurally related to antimalarial agents - could be prepared via the 2-chloro-3-[3(5)-chloro-1H-pyrazol-5(3)-yl]quinoxaline (7). The position of the alkyl substituent on the pyrazole nitrogen was determined unequivocally from NOE difference experiments or X-Ray structure analysis.