3-(2-hydroxy-5-methylphenyl)pyridine | 132555-22-7

• 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: 3-(2-hydroxy-5-methylphenyl)pyridine
• 英文别名: 4-Methyl-2-(3-pyridyl)phenol；4-Methyl-2-(pyridin-3-yl)phenol；4-methyl-2-pyridin-3-ylphenol
• CAS: 132555-22-7
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: NFBFPOVMSQUDIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲酚 、 (Z)-tert-Butyl 3-pyridylazo sulfide 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 1.25h， 以58%的产率得到3-(2-hydroxy-5-methylphenyl)pyridine
  参考文献：
  名称：

  S RN 1C在DMSO中由芳基偶氮苯基或叔丁基硫化物芳基化钾的芳基化

  摘要：

  芳氧基离子（Ar'O - ）表现为向diazosulfides C-亲核试剂（ARN = NSR; R = PH，卜吨），导致不对称hydroxybiaryls（ArAr'OH）通过CC耦合。该反应特别适合于在Ar部分上包含吸电子基团的项的合成。S RN 1机制是根据实验证据提出的。

  DOI：

  10.1016/s0040-4020(01)90095-x

文献信息

• Biaryloxymethylarenecarboxylic acids as glycogen synthase activators
  申请人：Gillespie Paul

  公开号：US20060122256A1

  公开（公告）日：2006-06-08

  The present invention relates to compounds of formula (I) wherein Ar, Ar 2 , R 2 , R 3 , R 4 , m, p and s are as defined in the description and claims, and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prophylaxis of diseases that are associated with the activation of the glycogen synthase enzyme, such as diabetes.

  本发明涉及以下式(I)的化合物，其中Ar、Ar2、R2、R3、R4、m、p和s如描述和索赔中所定义，并且其药学上可接受的盐。这些化合物可用于治疗和/或预防与糖原合成酶激活相关的疾病，如糖尿病。
• BIARYLOXYMETHYLARENECARBOXYLIC ACIDS AS GLYCOGEN SYNTHASE ACTIVATORS
  申请人：Gillespie Paul

  公开号：US20090156635A1

  公开（公告）日：2009-06-18

  The present invention relates to compounds of formula (I) wherein Ar, Ar 2 , R 2 , R 3 , R 4 , m, p and s are as defined in the description and claims, and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prophylaxis of diseases that are associated with the activation of the glycogen synthase enzyme, such as diabetes.

  本发明涉及式(I)化合物，其中Ar，Ar2，R2，R3，R4，m，p和s如描述和权利要求中所定义，以及其药学上可接受的盐。该化合物可用于治疗和/或预防与糖原合成酶酶活化有关的疾病，例如糖尿病。
• Regioselective Synthesis of 3-(2-Hydroxyaryl)pyridines via Arynes and Pyridine <i>N</i>-Oxides
  作者：Cristiano Raminelli、Zhijian Liu、Richard C. Larock

  DOI：10.1021/jo060523a

  日期：2006.6.1

  A variety of substituted 3-( 2-hydroxyphenyl) pyridines have been prepared regioselectively by a transition-metal-free, mild, one-step route, which involves the reaction of pyridine N-oxides with silylaryl triflates in the presence of CsF in acetonitrile at room temperature. These reactions proceed in good yields through what appears to be a series of rearrangements.
• US7524870B2
  申请人：——

  公开号：US7524870B2

  公开（公告）日：2009-04-28
• SRN1C-arylation of potassium aryloxides by arylazo phenyl or tert- butyl sulfides in DMSO
  作者：Giovanni Petrillo、Marino Novi、Carlo Dell Erba、Cinzia Tavani、Giovanni Berta

  DOI：10.1016/s0040-4020(01)90095-x

  日期：1990.1

  Aryloxide ions (Ar'O-) behave as C-nucleophiles towards diazosulfides (ArN=NSR; R = Ph, But) leading to unsymmetrical hydroxybiaryls (ArAr'OH) via C-C coupling. The reaction is particularly suited for the synthesis of terms which contain electron-withdrawing groups on the Ar moiety. The SRN1 mechanism is proposed on the grounds of experimental evidences.

  芳氧基离子（Ar'O - ）表现为向diazosulfides C-亲核试剂（ARN = NSR; R = PH，卜吨），导致不对称hydroxybiaryls（ArAr'OH）通过CC耦合。该反应特别适合于在Ar部分上包含吸电子基团的项的合成。S RN 1机制是根据实验证据提出的。