5H-chromeno[3,4-c]pyridin-5-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5H-chromeno[3,4-c]pyridin-5-one
• 英文别名: Chromeno[3,4-c]pyridin-5-one
• 化学式: C₁₂H₇NO₂
• 分子量: 197.193
• InChiKey: OBALYGUEZMVSMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5H-chromeno[3,4-c]pyridin-5-one 在 sodium tetrahydroborate 、 三氟化硼乙醚 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以74%的产率得到5H-Benzopyranno<1><3,4-c>pyridine
  参考文献：
  名称：

  铑（II）催化2-吡啶酚与CO2的芳基CH羧化

  摘要：

  已经开发了在氧化还原中性条件下通过Rh（II）催化的CH键键活化电子不足的2-吡啶基酚与CO 2的CH羧基羧化的协议。合适的膦配体对于该反应至关重要。该方法通常以高收率提供对一类吡啶-香豆素的访问，这些吡啶-香豆素是生物学上重要的分子中的关键结构基序。还举例说明了简便的产品衍生化方法。

  DOI：

  10.1002/adsc.201800611
• 作为产物：
  描述：

  1-O-ethyl 3-O-methyl pyridin-1-ium-1,3-dicarboxylate;chloride 在 邻四氯苯醌 、 PPA 、 Polyphosphoric acid (PPA) 、 lithium chloride 、 锌 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 5H-chromeno[3,4-c]pyridin-5-one
  参考文献：
  名称：

  Syntheses of 2-Azafluorenones from 3-Substituted 4-Arylpyridines

  摘要：

  3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.

  DOI：

  10.3987/com-92-6199

文献信息

• Sodium trimethylsilanethiolate in novel cyclizations for synthesis of aromatic heterotricyclic compounds
  作者：Long-Li Lai、Pen-Yuan Lin、Wen-Hong Huang、Min-Jen Shiao、Jih Ru Hwu

  DOI：10.1016/s0040-4039(00)73233-3

  日期：1994.5

  A new method was developed for synthesis of aromatic heterotricyclic compounds in 50–64% yields from diaryls bearing a functionality including OMe, COOMe, and CN, and a leaving group (i.e., F and OMe) by use of Me3SiSNa in 1,3-dimethyl-2-imidazolidinone at 120–150 °C.

  通过在1中使用Me 3 SiSNa，开发了一种新的方法，该方法可从具有包括OMe，COOMe和CN以及离去基团（即F和OMe）在内的官能团的二芳基化合物以50-64％的产率合成芳香杂环三环化合物， 3-二甲基-2-咪唑啉酮在120–150°C下。
• 3-(2-Mono-and dialkylamino)propyl(-1,2,3,4-tetrahydro-5H-(1) benzopyrano(3,4-c)pyridin-5-ones and derivatives thereof, a process for their production, and pharmaceutical compositions containing such compounds
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0087280A2

  公开（公告）日：1983-08-31

  Antichofinergic 3-[2-(mono- and dialkylamino)-propyl]-1,2,3,4-tetrahydro-5H-[1]benzopyrano [3,4-c]-pyridin-5-ones, useful for treating bronchospastic diseases in mammals, are disclosed. Also disclosed are processes for preparing the compounds, and pharmaceutical compositions containing them. The novel compounds have the following formula: where X is a lower alkyl radial, Y is hydrogen or a lower alkyl, and R', R2 and R3 are, separately, hydrogen atoms or substituents. A process for preparing the intermediate which is required to prepare the unsubstituted benzopyrano-[3,4-c]pyridin-5- ones of the present invention is also disclosed

  本发明公开了可用于治疗哺乳动物支气管痉挛性疾病的抗胆碱能 3-[2-(单烷基和二烷基氨基)-丙基]-1,2,3,4-四氢-5H-[1]苯并吡喃并[3,4-c]吡啶-5-酮。 还公开了制备这些化合物的工艺和含有这些化合物的药物组合物。 这些新型化合物具有下式：其中 X 是低级烷基径向，Y 是氢或低级烷基，R'、R2 和 R3 分别是氢原子或取代基。 还公开了制备本发明未取代苯并吡喃并[3,4-c]吡啶-5-酮所需的中间体的工艺
• 7-(Pyridinyl)-/-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid having antibacterial activity and preparation thereof
  申请人：STERLING DRUG INC.

  公开号：EP0179239A2

  公开（公告）日：1986-04-30

  1-Ethyt-6-ftuoro-1,4-dihydro-7-(2,6-dimethy)-4-pyridinyt)-4-oxo-3-quinolinecarboxylic acid or salt thereof, a novel compound useful highly potent antibacterial agent with a broad spectrum of anti-microbial activity, is prepared by nitrating the corresponding 6-desfluoro compound to produce the corresponding 6-nitro compound, reducing the latter compound to produce the corresponding 6-amino compound and converting the 6-amino via its diazonium salt to said 6-fluoro compound. Said novel acid is also prepared via intermediates prepared by heating 4-(2-fluorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid to produce a mixture of 4-(2-fluorophenyl)-2,6-di-methylpyridine and 2,4-dimethyl-5H-[1]benzopyrano[3,4-c)pyridin-5-one, separating the components of said mixture and nitrating 4-(2-fluorophenyl)-2,6-dimethylpyridine to produce 4-(2-fluoro-5-nitrophenyl)-2,6-dimethylpyridine.

  1-乙基-6-氟-1,4-二氢-7-(2,6-二甲基)-4-吡啶)-4-氧代-3-喹啉羧酸或其盐是一种新型化合物，是一种具有广谱抗微生物活性的高效抗菌剂、其制备方法是：硝化相应的 6-去氟化合物，生成相应的 6-硝基化合物；还原后者，生成相应的 6-氨基化合物；然后通过重氮盐将 6-氨基化合物转化为所述 6-氟化合物。所述新型酸也可以通过加热 4-(2-氟苯基)-2,6-二甲基-3,5-吡啶二羧酸生成 4-(2-氟苯基)-2,6-二甲基吡啶和 2、4-(2-氟苯基)-2,6-二甲基吡啶和 2,4-二甲基-5H-[1]苯并吡喃并[3,4-c]吡啶-5-酮的混合物，分离所述混合物的组分并硝化 4-(2-氟苯基)-2,6-二甲基吡啶，生成 4-(2-氟-5-硝基苯基)-2,6-二甲基吡啶。
• Long-Li Lai, Pen-Yuan Lin, Wen-Hong Huang, Min-Jen Shiao, Jih Ru Hwu, Tetrahedron lett, 35 (1994) N 21, S 3545-3546
  作者：Long-Li Lai, Pen-Yuan Lin, Wen-Hong Huang, Min-Jen Shiao, Jih Ru Hwu

  DOI：——

  日期：——
• Novel 3-(2-(azabicyclo) ethyl)1,2,3,4-tetrahydro-5H(1)benzopyrano(3,4-c)pyridin-5-ones, pharmaceutical compositions containing them and processes for their production
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0101162B1

  公开（公告）日：1987-01-28