1-(2,4-dihydroxyphenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol hydrochloride

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-(2,4-dihydroxyphenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol hydrochloride
• 英文别名: 4-(7-hydroxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-1-yl)benzene-1,3-diol hydrochloride；4-(7-Hydroxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-1-yl)benzene-1,3-diol hydrochloride；4-(7-hydroxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-1-yl)benzene-1,3-diol;hydrochloride
• 化学式: C₁₄H₁₃NO₄*ClH
• 分子量: 295.722
• InChiKey: RVUJDQVQBAFVAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  82.8
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吡哆醛盐酸盐 、 间苯二酚 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 10.0h， 以73%的产率得到1-(2,4-dihydroxyphenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol hydrochloride
  参考文献：
  名称：

  Reaction of Pyridoxal with Phenols: Synthesis of Novel 1-Aryl-Substituted Furopyridines

  摘要：

  A new method based on the acid-catalyzed reaction of pyridoxal with polyfunctional phenols has been developed for the synthesis of potentially biologically active 1-aryl-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ols. Advantages of this method include a good yield of the target furopyridines and the use of readily available hydrochloric acid as a catalyst. The possibility of extending the proposed approach to nucleophiles other than phenols was demonstrated by the synthesis of the known biologically active compound 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol hydrochloride (TM2002).

  DOI：

  10.1055/s-0034-1378684

文献信息

• Reaction of Pyridoxal with Phenols: Synthesis of Novel 1-Aryl-Substituted Furopyridines
  作者：Almir Gazizov、Ludmila Kibardina、Ludmila Chumakova、Alexander Burilov、Michail Pudovik

  DOI：10.1055/s-0034-1378684

  日期：——

  A new method based on the acid-catalyzed reaction of pyridoxal with polyfunctional phenols has been developed for the synthesis of potentially biologically active 1-aryl-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ols. Advantages of this method include a good yield of the target furopyridines and the use of readily available hydrochloric acid as a catalyst. The possibility of extending the proposed approach to nucleophiles other than phenols was demonstrated by the synthesis of the known biologically active compound 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol hydrochloride (TM2002).