6-chloro-N-methyl-N-prop-2-ynylpyridazine-3-carboxamide | 1554035-33-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-chloro-N-methyl-N-prop-2-ynylpyridazine-3-carboxamide
• CAS: 1554035-33-4
• 化学式: C₉H₈ClN₃O
• 分子量: 209.635
• InChiKey: RWNANLGAYYTTTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-N-methyl-N-prop-2-ynylpyridazine-3-carboxamide 以 二苯醚 为溶剂， 反应 1.0h， 以86%的产率得到5-chloro-2-methylisoindoline-1-one
  参考文献：
  名称：

  Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions

  摘要：

  A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels-Alder cycloaddition reactions of substituted pyridazines. By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a diverse set of analogues were prepared from common reagents and intermediates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.093
• 作为产物：
  描述：

  N-甲基炔丙基胺 、 6-chloro-pyridazine-3-carbonyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以74%的产率得到6-chloro-N-methyl-N-prop-2-ynylpyridazine-3-carboxamide
  参考文献：
  名称：

  Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions

  摘要：

  A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels-Alder cycloaddition reactions of substituted pyridazines. By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a diverse set of analogues were prepared from common reagents and intermediates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.093

文献信息

• Synthesis of isoindolinones via inverse-electron demand Diels–Alder cycloadditions
  作者：Raymond J. Huntley、Mahender Gurram、Joel R. Walker、David M. Jenkins、Emmanuel J. Robé、Feryan Ahmed

  DOI：10.1016/j.tetlet.2014.02.093

  日期：2014.4

  A new synthetic method has been developed for the synthesis of 2,4,5-substituted isoindolinones by means of intramolecular inverse-electron demand Diels-Alder cycloaddition reactions of substituted pyridazines. By taking advantage of the inherent reactivity of an intermediate chloropyridazine, a diverse set of analogues were prepared from common reagents and intermediates. (C) 2014 Elsevier Ltd. All rights reserved.