5,7-dihydrofuro<3,4-b>pyridine | 6570-02-1

• 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: 5,7-dihydrofuro<3,4-b>pyridine
• 英文别名: 5,7-Dihydrofuro[3,4-b]pyridine
• CAS: 6570-02-1
• 化学式: C₇H₇NO
• 分子量: 121.139
• InChiKey: HVKAKDJOXWRYBB-UHFFFAOYSA-N

物化性质

• 沸点：
  112-114 °C(Press: 4 Torr)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,7-dihydrofuro<3,4-b>pyridine 在 iron(II) triflate 、 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine 、 氧气 作用下， 60.0 ℃ 、101.33 kPa 条件下， 反应 16.0h， 以52%的产率得到呋喃并[3,4-b]吡啶-5(7H)-酮
  参考文献：
  名称：

  Dehydrogenative α-Oxygenation of Ethers with an Iron Catalyst

  摘要：

  Selective alpha-oxidation of ethers under aerobic conditions is a long-pursued transformation; however, a green and efficient catalytic version of this reaction remains challenging. Herein, we report a new family of iron catalysts capable of promoting chemoselective alpha-oxidation of a range of ethers with excellent mass balance and high turnover numbers under 1 atm of O-2 with no need for any additives. Unlike metalloenzymes and related biomimetics, the catalyst produces H-2 as the only byproduct. Mechanistic investigations provide evidence for an unexpected two-step reaction pathway, which involves dehydrogenative incorporation of O-2 into the ether to give a peroxobisether intermediate followed by cleavage of the peroxy bond to form two ester molecules, releasing stoichiometric H-2 gas in each step. The operational simplicity and environmental friendliness of this methodology affords a useful alternative for performing oxidation, while the unique ability of the catalyst in oxygenating a substrate via dehydrogenation points to a new direction for understanding metalloenzymes and designing new biomimetic catalysts.

  DOI：

  10.1021/ja502167h
• 作为产物：
  描述：

  2-[(2-丙炔-1-基氧基)甲基]嘧啶 以 硝基苯 为溶剂， 以63%的产率得到5,7-dihydrofuro<3,4-b>pyridine
  参考文献：
  名称：

  通过嘧啶的分子内Diels-Alder反应合成1,3-二氢呋喃[3,4- ]吡啶和5,7-二氢呋喃[3,4- ]吡啶。研究空间相互作用对反应速率的影响

  摘要：

  合成了几种2-和5-丙炔氧基甲基嘧啶，并研究了它们的分子内Diels-Alder反应。反应产物分别为5，7-二氢呋喃[3，4- ]吡啶和1，3-二氢呋喃[3，4- ]吡啶。在5-丙炔基氧基甲基嘧啶的侧链的α或γ位置上引入一个或两个烷基（芳基）导致反应速率增加。根据相对旋转木马的数量讨论了这种现象。炔基或嘧啶环上的取代会延迟环加成反应的速度。

  DOI：

  10.1016/s0040-4020(01)89505-3

文献信息

• NEW BIS-AMIDO PYRIDINES
  申请人：REISER Ulrich

  公开号：US20150057286A1

  公开（公告）日：2015-02-26

  This invention relates to bis-amido pyridines of general formula (I) their use as SMAC mimetics, pharmaceutical compositions containing them, and their use as a medicaments for the treatment and/or prevention of diseases characterized by excessive or abnormal cell proliferation and associated conditions such as cancer. The groups R 1 to R 4 have the meanings given in the claims and in the specification.

  这项发明涉及一般式（I）的双酰胺吡啶，其作为SMAC模拟物的用途，含有它们的药物组合物，以及它们作为治疗和/或预防由细胞过度或异常增殖引起的疾病及相关症状（如癌症）的药物的用途。R1至R4基团的含义如索赔和说明书中所述。
• PYRROLIDINYL UREA DERIVATIVES AND APPLICATION THEREOF IN TRKA-RELATED DISEASES
  申请人：ZHANGZHOU PIEN TZE HUANG PHARMACEUTICAL CO., LTD.

  公开号：US20210147436A1

  公开（公告）日：2021-05-20

  The present invention relates to a class of TrkA inhibitors and an application thereof in the preparation of a drug for the treatment of diseases associated with TrkA. The present invention specifically discloses compounds represented by formula (I) and formula (II), tautomer thereof or pharmaceutically acceptable salts thereof.

  本发明涉及一类TrkA抑制剂及其在制备用于治疗与TrkA相关疾病的药物中的应用。本发明具体公开了由式(I)和式(II)表示的化合物，其互变异构体或其药学上可接受的盐。
• [EN] SPIROCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS SPIROCYCLIQUES
  申请人：MERCK SHARP & DOHME

  公开号：WO2012009217A1

  公开（公告）日：2012-01-19

  Described herein are compounds of formula (I) (Formula (I)). The compounds of formula (I) act as DGAT1 inhibitors and can be useful in preventing, treating or acting as a remedial agent for hyperlipidemia, diabetes mellitus and obesity.

  本文描述了式（I）（化学式（I））的化合物。式（I）的化合物作为DGAT1抑制剂，可用于预防、治疗或作为高脂血症、糖尿病和肥胖的疗效剂。
• [EN] THIENYLHYDROXYISOXAZOLINES AND DERIVATIVES THEREOF<br/>[FR] THIÉNYLHYDROXYISOXAZOLINES ET LEURS DÉRIVÉS
  申请人：BAYER AG

  公开号：WO2020254493A1

  公开（公告）日：2020-12-24

  The present disclosure relates to the use of thienylhydroxyisoxazolines and derivatives thereof as fungicides. It also relates to new thienylhydroxyisoxazolines derivatives, their use as fungicides and compositions comprising thereof.

  本公开涉及使用噻吩基羟基异噁唑和其衍生物作为杀真菌剂。还涉及新的噻吩基羟基异噁唑衍生物，它们作为杀真菌剂的使用以及包含它们的组合物。
• Intramolecular Diels-Alder reactions of quaternary pyrazinium salts and protonated pyrazinium cations. Synthesis of annelated pyridinium salts and annelated pyridines.
  作者：Bart Geurtsen、Dick A. de Bie、Henk C. van der Plas

  DOI：10.1016/s0040-4020(01)89528-4

  日期：1989.1

  quaternary pyrazinium salts as well as the protonated pyrazines undergo an intramolecular Diels-Alder reaction under considerably milder conditions than the corresponding neutral pyrazines. The products of the reactions were []-annelated quaternary pyridinium salts and []-annelated protonated pyridinium cations, respectively.

  如13 C NMR数据所示，炔基取代的吡嗪在二氯甲烷中用四氟硼酸三乙基氧鎓进行季铵化仅在N-4处产生3-炔基-1-乙基吡嗪鎓盐。同样的吡嗪与三氟乙酸的质子化也发生在N-4处。季吡嗪鎓盐以及质子化的吡嗪在比相应的中性吡嗪温和得多的条件下进行分子内Diels-Alder反应。反应产物分别为[ ]-退火的季吡啶鎓盐和[ ]-退火的质子化吡啶鎓阳离子。