N-methyl-N-[6-[methyl(pyridine-2-carbonyl)amino]pyridin-2-yl]pyridine-2-carboxamide | 911202-80-7

• 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: N-methyl-N-[6-[methyl(pyridine-2-carbonyl)amino]pyridin-2-yl]pyridine-2-carboxamide
• CAS: 911202-80-7
• 化学式: C₁₉H₁₇N₅O₂
• 分子量: 347.376
• InChiKey: MMKNNAOXIALXFQ-UHFFFAOYSA-N

物化性质

• 熔点：
  140.0-140.5 °C
• 沸点：
  604.4±55.0 °C(Predicted)
• 密度：
  1.316±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-methyl-N-[6-[methyl(pyridine-2-carbonyl)amino]pyridin-2-yl]pyridine-2-carboxamide 在 高氯酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  Acid-induced conformational switching of aromatic N-methyl-N-(2-pyridyl)amides

  摘要：

  Aromatic N-methyl amides containing N-(2-pyridyl) and 2-pyridinecarboxamide or 2,6-pyridinedicarboxamide moieties switch their conformation from cis to trans depending upon the addition of acid. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.113
• 作为产物：
  描述：

  2,6-二溴吡啶 在 三乙胺 作用下， 以 水 为溶剂， 反应 34.0h， 生成 N-methyl-N-[6-[methyl(pyridine-2-carbonyl)amino]pyridin-2-yl]pyridine-2-carboxamide
  参考文献：
  名称：

  Acid-induced conformational alteration of cis-preferential aromatic amides bearing N-methyl-N-(2-pyridyl) moiety

  摘要：

  A series of cis-preferential aromatic N-methyl amides was designed and synthesized, and acid-induced conformational alteration of these compounds was investigated by means of NMR measurements in solution and X-ray crystal structure analysis. Compounds with a terminal N-methyl-N-(2-pyridyl) amide unit showed acid-induced conformational change from cis to trans, while those with a terminal N-methyl-2-pyridinecarboxamide unit showed a change of the carbonyl orientation from anti to syn with retention of cis conformation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.085

文献信息

• Solvent-dependent conformational switching of the aromatic N-methyl amides depending upon the acceptor properties of solvents
  作者：Iwao Okamoto、Mayumi Nabeta、Misaki Yamamoto、Maiko Mikami、Tetsuya Takeya、Osamu Tamura

  DOI：10.1016/j.tetlet.2006.08.012

  日期：2006.10

  An aromatic N-methyl amide containing N-(2-pyridyl) and 2,6-pyridinedicarboxamide moieties switches its conformation from cis to trans depending upon the acceptor number of solvents. (c) 2006 Elsevier Ltd. All rights reserved.
• Acid-induced conformational switching of aromatic N-methyl-N-(2-pyridyl)amides
  作者：Iwao Okamoto、Mayumi Nabeta、Toshikatsu Minami、Akio Nakashima、Nobuyoshi Morita、Tetsuya Takeya、Hyuma Masu、Isao Azumaya、Osamu Tamura

  DOI：10.1016/j.tetlet.2006.11.113

  日期：2007.1

  Aromatic N-methyl amides containing N-(2-pyridyl) and 2-pyridinecarboxamide or 2,6-pyridinedicarboxamide moieties switch their conformation from cis to trans depending upon the addition of acid. (c) 2006 Elsevier Ltd. All rights reserved.
• Acid-induced conformational alteration of cis-preferential aromatic amides bearing N-methyl-N-(2-pyridyl) moiety
  作者：Iwao Okamoto、Masayuki Terashima、Hyuma Masu、Mayumi Nabeta、Kaori Ono、Nobuyoshi Morita、Kosuke Katagiri、Isao Azumaya、Osamu Tamura

  DOI：10.1016/j.tet.2011.08.085

  日期：2011.11

  A series of cis-preferential aromatic N-methyl amides was designed and synthesized, and acid-induced conformational alteration of these compounds was investigated by means of NMR measurements in solution and X-ray crystal structure analysis. Compounds with a terminal N-methyl-N-(2-pyridyl) amide unit showed acid-induced conformational change from cis to trans, while those with a terminal N-methyl-2-pyridinecarboxamide unit showed a change of the carbonyl orientation from anti to syn with retention of cis conformation. (C) 2011 Elsevier Ltd. All rights reserved.