(5-nitropyridine-2-ylmethyl)pyridin-2-ylmethylamine | 1402046-08-5

• 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: (5-nitropyridine-2-ylmethyl)pyridin-2-ylmethylamine
• 英文别名: 1-(5-nitropyridin-2-yl)-N-(pyridin-2-ylmethyl)methanamine
• CAS: 1402046-08-5
• 化学式: C₁₂H₁₂N₄O₂
• 分子量: 244.253
• InChiKey: VBRMALZXSZWGGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (5-nitropyridine-2-ylmethyl)pyridin-2-ylmethylamine 在 10% Pd/C 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 28.0h， 生成 N-(5-aminopyridin-2-ylmethyl)-N-pyridin-2-ylmethylbenzamide
  参考文献：
  名称：

  Modification and Optimization of the Bis-picolylamide-Based Relay Protection for Carboxylic Acids to be Cleaved by Unusual Complexation with Cu²⁺ Salts

  摘要：

  A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)(2) by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.

  DOI：

  10.1021/jo301349t
• 作为产物：
  描述：

  2-甲基-5-硝基吡啶 在 碘 、 三乙酰氧基硼氢化钠 、 碘代叔丁烷 、 三氟乙酸 作用下， 以 二甲基亚砜 、 1,2-二氯乙烷 为溶剂， 反应 6.5h， 生成 (5-nitropyridine-2-ylmethyl)pyridin-2-ylmethylamine
  参考文献：
  名称：

  Modification and Optimization of the Bis-picolylamide-Based Relay Protection for Carboxylic Acids to be Cleaved by Unusual Complexation with Cu²⁺ Salts

  摘要：

  A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)(2) by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.

  DOI：

  10.1021/jo301349t