3-chloro-2-(1-hydroxy-1-methylethyl)-pyridine-N-oxide hydrochloride

• 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: 3-chloro-2-(1-hydroxy-1-methylethyl)-pyridine-N-oxide hydrochloride
• 英文别名: 2-(5-Chloro-1-oxidopyridin-1-ium-2-yl)propan-2-ol;hydrochloride
• 化学式: C₈H₁₀ClNO₂*ClH
• 分子量: 224.087
• InChiKey: IELBYGSXOHGECV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  45.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-chloro-2-(1-hydroxy-1-methylethyl)-pyridine-N-oxide hydrochloride 在 bis(η3-allyl-μ-chloropalladium(II)) sodium hydroxide 、 三叔丁基膦 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 8.0h， 生成 1-{3-[6-(1-hydroxy-1-methylethyl)-1-oxidopyridin-3-yl]phenyl}-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxylic acid
  参考文献：
  名称：

  Practical application of new catalytic methods: a concise synthesis of a potent PDE IV inhibitor

  摘要：

  An efficient synthesis of a potent PDE IV inhibitor 1 is described. The synthesis is highlighted by two practical and efficient catalytic reactions: a highly selective catalytic palladium rnediated carbonylation of the pyridine side chain and an efficient palladiumcatalyzed Suzuki-Miyaura coupling of a chi oropyridi ne-N-oxide. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.143
• 作为产物：
  描述：

  2,5-二氯吡啶 在 palladium diacetate 1,1'-双(二苯基膦)二茂铁 、 urea-hydrogen peroxide 、 三乙胺 、 三氟乙酸 、 sodium chloride 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， -10.0~100.0 ℃ 、344.74 kPa 条件下， 反应 11.0h， 生成 3-chloro-2-(1-hydroxy-1-methylethyl)-pyridine-N-oxide hydrochloride
  参考文献：
  名称：

  Practical application of new catalytic methods: a concise synthesis of a potent PDE IV inhibitor

  摘要：

  An efficient synthesis of a potent PDE IV inhibitor 1 is described. The synthesis is highlighted by two practical and efficient catalytic reactions: a highly selective catalytic palladium rnediated carbonylation of the pyridine side chain and an efficient palladiumcatalyzed Suzuki-Miyaura coupling of a chi oropyridi ne-N-oxide. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.143

文献信息

• Method of preparing inhibitors of phosphodiesterase-4
  申请人：——

  公开号：US20040102472A1

  公开（公告）日：2004-05-27

  In one aspect, the present invention is directed to a one pot method of preparing intermediates of Formula V, which are useful in making inhibitors of phosphodiesterase-4: 1 The present invention is also directed to a method of preparing phosphodiesterase inhibitors comprising the Formula 2

  在一个方面，本发明涉及一种制备Formula V中间体的一锅法，该中间体在制备磷酸二酯酶-4抑制剂时非常有用： 另外，本发明还涉及一种制备磷酸二酯酶抑制剂的方法，包括Formula 2。
• Practical application of new catalytic methods: a concise synthesis of a potent PDE IV inhibitor
  作者：Jennifer Albaneze-Walker、Jerry A. Murry、Arash Soheili、Scott Ceglia、Shawn A. Springfield、Charles Bazaral、Peter G. Dormer、David L. Hughes

  DOI：10.1016/j.tet.2005.03.143

  日期：2005.6

  An efficient synthesis of a potent PDE IV inhibitor 1 is described. The synthesis is highlighted by two practical and efficient catalytic reactions: a highly selective catalytic palladium rnediated carbonylation of the pyridine side chain and an efficient palladiumcatalyzed Suzuki-Miyaura coupling of a chi oropyridi ne-N-oxide. (c) 2005 Elsevier Ltd. All rights reserved.