2-(3-Pyridyl)propennitril

• 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: 2-(3-Pyridyl)propennitril
• 英文别名: 2-(pyridin-3-yl)acrylonitrile；2-Pyridin-3-ylprop-2-enenitrile
• 化学式: C₈H₆N₂
• 分子量: 130.149
• InChiKey: OKYVYXRJEDLDPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-吡啶乙腈 、 N,N-二甲基氯烯亚胺 以 乙腈 为溶剂， 以68%的产率得到2-(3-Pyridyl)propennitril
  参考文献：
  名称：

  来自连续原位迈克尔添加的低聚物

  摘要：

  当 2- 和 4- 吡啶基乙腈和酯在曼尼希条件下反应时，无法检测到氨基甲基化合物，而是产生具有自发胺消除和加聚反应的低聚物。由 2-吡啶基乙腈得到均匀的无规低聚物，其微规整度由 NMR 光谱测定。4 - 吡啶基乙腈的反应类似，但与具有宽摩尔质量分布的物质混合物反应。在相应的吡啶酯的情况下，反应速率较低，这就是为什么可以得到单体丙烯酸酯和较小的低聚物，其构型可以确定。相比之下，3-吡啶基化合物的反应要慢得多。因此，单体在这里更容易获得。

  DOI：

  10.1002/ardp.19943270707

文献信息

• Synthetic Method and Intermediates of Rosuvastatin Calcium and Preparation Methods of Intermediates
  申请人：Huang Qingyun

  公开号：US20080091014A1

  公开（公告）日：2008-04-17

  The present invention publicly discloses a synthetic method and intermediates of rosuvastatin calcium and synthetic methods of the intermediates. The synthetic method uses 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-formaldehyde as the raw material, includes 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-acrylonitrile (intermediate I) from a nitrilized reaction, and 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-acraldehyde (intermediate II) from an aldehydized reaction of the intermediate I, and further goes through such unit processes as side-chain extension, ketone-group reduction, ethyl-group hydrolysis and neutralization reaction or decomposition reaction to obtain rosuvastatin calcium. The nitrilized reagent can be phosphate diethylacetonitrile, acetonitrile, etc.; the aldehyde reductant can be diisobutyl aluminum hydride, red aluminum, etc.; and the ketone-group reductant can be diethylmethoxyborane, NaBH 4 , KBH 4 , etc.

  本发明公开了一种罗舒伐他汀钙的合成方法和中间体的合成方法。该合成方法使用4-4'-氟苯基-6-异丙基-2-(N-甲基-N-甲基磺酰基氨基)吡啶-5-甲醛作为原料，包括从腈化反应中得到的4-4'-氟苯基-6-异丙基-2-(N-甲基-N-甲基磺酰基氨基)吡啶-5-丙烯腈（中间体I），以及从中间体I的醛化反应中得到的4-4'-氟苯基-6-异丙基-2-(N-甲基-N-甲基磺酰基氨基)吡啶-5-丙醛（中间体II），并进一步经过如侧链延伸、酮基还原、乙基基团水解和中和反应或分解反应等单元过程，以获得罗舒伐他汀钙。腈化试剂可以是磷酸二乙酰腈、乙腈等；醛还原试剂可以是二异丁基铝氢化物、红铝等；酮基还原试剂可以是二甲氧基硼烷、NaBH4、KBH4等。
• OXYIMINO COMPOUNDS AND THE USE THEREOF
  申请人：Masui Moriyasu

  公开号：US20100240703A1

  公开（公告）日：2010-09-23

  The invention relates to oxyimino compounds of (Formula I), and pharmaceutically acceptable salts, prodrugs and solvates thereof, wherein: Y is CO or SO m ; Z is hydrogen, each optionally substituted lower alkyl, lower alkenyl, aryl, heterocyclyl etc. R 1 and R 2 are each independently hydrogen, each optionally substituted lower alkyl, lower alkenyl, cycloalkyl, aryl, heterocyclyl etc., each X is independently ═O, optionally substituted lower alkyl, cyano, nitro etc., m is 1 or 2, p is O, 1 or 2 and q is O or 1. The invention is also directed to the use compounds of Formula I to treat, prevent or ameliorate a disorder responsive to the blockade of calcium channels, and particularly N-type calcium channels. Compounds of the present invention are especially useful for treating pain.

  本发明涉及公式I的氧亚胺化合物及其药学上可接受的盐、前药和溶剂化合物，其中：Y为CO或SOm；Z为氢、每个可选择的取代较低的烷基、较低的烯基、芳香基、杂环基等。R1和R2分别独立地为氢、每个可选择的取代较低的烷基、较低的烯基、环烷基、芳香基、杂环基等，每个X独立地为═O、可选择的取代较低的烷基、氰基、硝基等，m为1或2，p为O、1或2，q为O或1。本发明还涉及使用公式I的化合物来治疗、预防或缓解对钙通道阻滞有反应的疾病，特别是N型钙通道。本发明的化合物特别适用于治疗疼痛。
• Nickel-Catalyzed Highly Regioselective Hydrocyanation of Terminal Alkynes with Zn(CN)₂ Using Water as the Hydrogen Source
  作者：Xingjie Zhang、Xin Xie、Yuanhong Liu

  DOI：10.1021/jacs.8b02542

  日期：2018.6.20

  The first efficient and general nickel-catalyzed hydrocyanation of terminal alkynes with Zn(CN)(2) in the presence of water has been developed. The reaction provides a regioselective protocol for the synthesis of functionalized vinyl nitriles with a range of structural diversity under mild reaction conditions while obviating use of the volatile and hazardous reagent of HCN. Deuterium-labeling experiments confirmed the role of water as the hydrogen source in this hydrocyanation reaction.
• CONTROL OF PARASITES IN ANIMALS BY THE USE OF PARASITICIDAL 2-PHENYL-3-(1H-PYRROL-2-YL) ACRYLONITRILE DERIVATIVES
  申请人：Schering-Plough Ltd.

  公开号：EP1811841B1

  公开（公告）日：2009-10-28
• KINASE INHIBITORS
  申请人：The Regents Of The University Of California, San Francisco

  公开号：EP2558099A2

  公开（公告）日：2013-02-20