N-(3-羟吡啶-3-基)棕榈酰胺 | 177744-83-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-(3-羟吡啶-3-基)棕榈酰胺
• 英文名称: 2-(tert-butyl-carbonylamino)-3-hydroxypyridine
• 英文别名: N-(3-Hydroxypyridin-2-yl)pivalamide；N-(3-hydroxypyridin-2-yl)-2,2-dimethylpropanamide
• CAS: 177744-83-1
• 化学式: C₁₀H₁₄N₂O₂
• mdl: MFCD07781130
• 分子量: 194.233
• InChiKey: QTECCVGXCNCEGO-UHFFFAOYSA-N

物化性质

• 熔点：
  82-84℃
• 沸点：
  449.9±30.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯丙烯腈 、 N-(3-羟吡啶-3-基)棕榈酰胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.25h， 以50%的产率得到4-tert-butylcarbonyl-2,3-dihydro-4H-pyrido[3,2-b][1,4]oxazine-2-nitrile
  参考文献：
  名称：

  Synthesis of substituted 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine as new scaffolds for potential bioactive compounds

  摘要：

  The title compounds having different substituents on the heterocyclic framework were prepared by several methods from 2-acetamido-3-hydroxypyridine. The condensation of 2-protected-amino-3-hydroxypyridine with 2-chloroacrylonitrile or ethyl 2,3-dibromopropionate provided in several cases two isomeric pyrido-oxazines. Whereas the reaction of 2-acetamido-3-hydroxypyridine with methyl 2,3-dibromopropionate or with alpha-halocarbonyl compounds gave exclusively the 2-substituted pyrido-oxazine, in a one-step operation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.071
• 作为产物：
  描述：

  2-氨基-3-羟基吡啶 、 三甲基乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到N-(3-羟吡啶-3-基)棕榈酰胺
  参考文献：
  名称：

  首次对映选择性合成4-乙酰基-3（R） -和3（S）-（羟甲基）-3,4-二氢-2 H-吡啶并[3,2- b ]恶嗪

  摘要：

  报道了一种新颖的短对映选择性合成吡啶并苯并恶嗪的方法，其中（R）-和（S）-3-（羟甲基）-3,4-二氢-2 H-吡啶[3,2- b ] [1,4]首先从容易获得的手性缩水甘油基衍生物合成恶嗪。

  DOI：

  10.1016/j.tetlet.2003.12.030

文献信息

• TRICYCLIC HETEROARYL COMPOUNDS USEFUL AS INHIBITORS OF JANUS KINASE
  申请人：Bennani Yousseff

  公开号：US20100081645A1

  公开（公告）日：2010-04-01

  The present invention relates to compounds useful as inhibitors of protein kinases, particularly of JAK family kinases. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

  本发明涉及作为蛋白激酶抑制剂的化合物，特别是JAK家族激酶的抑制剂。该发明还提供了包含所述化合物的药用可接受组合物，以及使用该组合物治疗各种疾病、状况或障碍的方法。
• The first enantioselective synthesis of 4-acetyl-3( R) - and 3( S )-(hydroxymethyl)-3,4-dihydro-2 H -pyrido[3,2- b ]oxazine
  作者：N. Henry、G. Guillaumet、M.D. Pujol

  DOI：10.1016/j.tetlet.2003.12.030

  日期：2004.2

  A novel short and enantioselective synthetic approach to pyridobenzoxazines is reported in which (R)- and (S)-3-(hydroxymethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine were first synthesized from readily available chiral glycidyl derivatives.

  报道了一种新颖的短对映选择性合成吡啶并苯并恶嗪的方法，其中（R）-和（S）-3-（羟甲基）-3,4-二氢-2 H-吡啶[3,2- b ] [1,4]首先从容易获得的手性缩水甘油基衍生物合成恶嗪。
• US8163732B2
  申请人：——

  公开号：US8163732B2

  公开（公告）日：2012-04-24
• US9846360B2
  申请人：——

  公开号：US9846360B2

  公开（公告）日：2017-12-19
• Synthesis of substituted 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine as new scaffolds for potential bioactive compounds
  作者：N. Henry、I. Sánchez、A. Sabatié、V. Bénéteau、G. Guillaumet、M.D. Pujol

  DOI：10.1016/j.tet.2005.11.071

  日期：2006.3

  The title compounds having different substituents on the heterocyclic framework were prepared by several methods from 2-acetamido-3-hydroxypyridine. The condensation of 2-protected-amino-3-hydroxypyridine with 2-chloroacrylonitrile or ethyl 2,3-dibromopropionate provided in several cases two isomeric pyrido-oxazines. Whereas the reaction of 2-acetamido-3-hydroxypyridine with methyl 2,3-dibromopropionate or with alpha-halocarbonyl compounds gave exclusively the 2-substituted pyrido-oxazine, in a one-step operation. (c) 2005 Elsevier Ltd. All rights reserved.