3-(2-hydroxyphenyl)-2-methylpyridine

• 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-hydroxyphenyl)-2-methylpyridine
• 英文别名: 2-(2-methyl-pyridin-3-yl)-phenol；2-(2-Methylpyridin-3-yl)phenol
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: SZXVECLIHJBXOJ-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

• 作为反应物：
  描述：

  3-(2-hydroxyphenyl)-2-methylpyridine 在 sodium acetate 、 copper(II) nitrate 作用下， 以 N-甲基吡咯烷酮 、 甲苯 为溶剂， 以38 %的产率得到1-methylbenzofuro[3,2-c]pyridine
  参考文献：
  名称：

  Cu催化脱氢C?O芳基化合成6-甲基苯并呋喃并[3,2-c]喹啉衍生物

  摘要：

  提出了一种通过铜催化脱氢C - O芳基化合成6-甲基苯并呋喃并[3,2- c ]喹啉衍生物的新策略。通过改变各种催化剂、碱、溶剂和其他物理参数进行了优化研究。继续利用这种脱氢交叉偶联C → O芳基化反应，各种生物活性结构单元（例如稠合苯并呋喃喹啉杂环）能够以中等至较高的产率顺利组装。

  DOI：

  10.1002/jhet.4774
• 作为产物：
  描述：

  2-甲基吡啶氧化物 、 2-(三甲基硅)苯基三氟甲烷磺酸盐 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 5-(2-hydroxyphenyl)-2-methylpyridine 、 3-(2-hydroxyphenyl)-2-methylpyridine
  参考文献：
  名称：

  Regioselective Synthesis of 3-(2-Hydroxyaryl)pyridines via Arynes and Pyridine N-Oxides

  摘要：

  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.

  DOI：

  10.1021/jo060523a

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。
• US7524870B2
  申请人：——

  公开号：US7524870B2

  公开（公告）日：2009-04-28
• 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.
• Cu‐catalyzed dehydrogenative CO arylation for the synthesis of 6‐methyl benzofuro[3,2‐<scp><i>c</i></scp>] quinoline derivatives
  作者：Bhavik S. Makwana、Mayur I. Morja、Prakashsingh M. Chauhan、Kishor H. Chikhalia

  DOI：10.1002/jhet.4774

  日期：2024.3

  for the synthesis of 6-methyl benzofuro[3,2-c] quinoline derivatives via copper-catalyzed dehydrogenative CO arylation has been presented. Optimization studies have been carried out by varying various catalysts, bases, solvents, and other physical parameters. Keeping use of this dehydrogenative cross-coupling CO arylation reaction, a variety of bioactive building blocks like fused benzofuro quinoline

  提出了一种通过铜催化脱氢C - O芳基化合成6-甲基苯并呋喃并[3,2- c ]喹啉衍生物的新策略。通过改变各种催化剂、碱、溶剂和其他物理参数进行了优化研究。继续利用这种脱氢交叉偶联C → O芳基化反应，各种生物活性结构单元（例如稠合苯并呋喃喹啉杂环）能够以中等至较高的产率顺利组装。