2-methylsulfonyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile | 154384-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-methylsulfonyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
• CAS: 154384-07-3
• 化学式: C₁₀H₁₀N₂O₂S
• 分子量: 222.268
• InChiKey: PJNSMQQDFSYLNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  79.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  碳酸胍 、 2-methylsulfonyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile 以 二苯醚 为溶剂， 反应 3.0h， 以50%的产率得到7,8-dihydro-6H-cyclopenta[5,6]pyrido[2,3-d]pyrimidine-2,4-diyldiamine
  参考文献：
  名称：

  A convenient synthesis of 5-deaza nonclassical antifolates: Reaction of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones

  摘要：

  Condensation of cyanothioacetamide with sodium salts of 2-(Hydroxymethylene)-1-cycloalkanones afforded the corresponding pyridine-2(1H)-thiones 4. Compounds 4 served as a key intermediates for the synthesis of condensed 2,4-diaminopyrido[2,3-d]pyridines 7. Compounds 7 were of interest as potential inhibitors of dihydrofolate reductase.

  DOI：

  10.1016/s0040-4020(01)80745-6
• 作为产物：
  描述：

  2-thioxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile 在 sodium hydroxide 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 2-methylsulfonyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
  参考文献：
  名称：

  A convenient synthesis of 5-deaza nonclassical antifolates: Reaction of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones

  摘要：

  Condensation of cyanothioacetamide with sodium salts of 2-(Hydroxymethylene)-1-cycloalkanones afforded the corresponding pyridine-2(1H)-thiones 4. Compounds 4 served as a key intermediates for the synthesis of condensed 2,4-diaminopyrido[2,3-d]pyridines 7. Compounds 7 were of interest as potential inhibitors of dihydrofolate reductase.

  DOI：

  10.1016/s0040-4020(01)80745-6