2,3-diethyl-5-methylpyridine | 70169-57-2

• 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-diethyl-5-methylpyridine
• CAS: 70169-57-2
• 化学式: C₁₀H₁₅N
• 分子量: 149.236
• InChiKey: IZRSWEXMMRHOTC-UHFFFAOYSA-N

物化性质

• 沸点：
  211.3±9.0 °C(Predicted)
• 密度：
  0.906±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-benzyl-2,3-diethyl-5-methyl-1,2-dihydropyridine 在 palladium on activated charcoal air 、 氢气 作用下， 以 2,2,2-三氟乙醇 、 甲苯 为溶剂， 反应 24.0h， 以72 mg的产率得到2,3-diethyl-5-methylpyridine
  参考文献：
  名称：

  Synthesis of Dihydropyridines and Pyridines from Imines and Alkynes via C−H Activation

  摘要：

  A convenient one-pot C-H alkenylation/electrocyclization/aromatization sequence has been developed for the synthesis of highly substituted pyridine derivatives from alkynes and alpha,beta-unsaturated N-benzyl aldimines and ketimines that proceeds through dihydropyridine intermediates. A new class of ligands for C-H activation was developed, providing broader scope for the alkenylation step than could be achieved with previously reported ligands. Substantial information was obtained about the mechanism of the reaction. This included the isolation of a C-H activated complex and its structure determination by X-ray analysis; in addition, kinetic simulations using the Copasi software were employed to determine rate constants for this transformation, implicating facile C-H oxidative addition and slow reductive elimination steps.

  DOI：

  10.1021/ja7104784

文献信息

• Ruthenium-Catalyzed Oxidative Coupling of Primary Amines with Internal Alkynes through CH Bond Activation: Scope and Mechanistic Studies
  作者：Sara Ruiz、Pedro Villuendas、Manuel A. Ortuño、Agustí Lledós、Esteban P. Urriolabeitia

  DOI：10.1002/chem.201500338

  日期：2015.6.1

  presented as a general atom‐economy methodology with a broad scope of applications in the synthesis of N‐heterocycles. Reactions proceed through regioselective CH bond activation in 15 minutes under microwave irradiation or in 24 hours with conventional heating. The synthesis of 2,3,5‐substituted pyridines, benzo[h]isoquinolines, benzo[g]isoquinolines, 8,9‐dihydro‐benzo[de]quinoline, 5,6,7,8‐tetrahydroisoquinolines

  Ru配合物催化伯胺与内部炔烃的氧化偶联是一种通用的原子经济学方法，在N杂环的合成中具有广泛的应用范围。反应通过微波辐射在15分钟内或在常规加热条件下的24小时内通过区域选择性CH键活化而进行。2,3,5-取代的吡啶，苯并[ h ]异喹啉，苯并[ g ]异喹啉，8,9-二氢-苯并[ de ]喹啉，5​​,6,7,8-四氢异喹啉，吡啶基[3， 4克]异喹啉和吡啶[4,3克取决于所用的起始伯胺，可以达到]异喹啉。在苄胺底物上的DFT计算支持了一种反应机理，该机理包括乙酸盐辅助的CH键活化，迁移插入和CN键形成步骤，涉及28–30 kcal mol -1。计算研究扩展到其他底物，即1-萘甲基，2-甲基烯丙基和2-噻吩甲胺。
• [EN] NEW PICOLINIC ACID DERIVATIVES AND THEIR USE AS INTERMEDIATES<br/>[FR] NOUVEAUX DÉRIVÉS D'ACIDE PICOLINIQUE ET LEUR UTILISATION EN TANT QU'INTERMÉDIAIRES
  申请人：NOVARTIS AG

  公开号：WO2018116139A1

  公开（公告）日：2018-06-28

  The present invention relates to new picolinic acid derivatives of formula (I) and their use as intermediates in the process of making pyridine derivatives, including (S)-3-amino-6- methoxy-N-(3,3,3-trifluoro-2-hydroxy-2-methylpropyl)-5-(trifluoromethyl)picolinamide that are useful for the treatment of respiratory disorders. (I)

  本发明涉及公式（I）的新吡啶甲酸衍生物及其用作制备吡啶衍生物的中间体的过程中，包括对呼吸系统疾病治疗有用的(S)-3-氨基-6-甲氧基-N-(3,3,3-三氟-2-羟基-2-甲基丙基)-5-(三氟甲基)吡啶酰胺。
• PYRIDONE COMPOUND, AND AGRICULTURAL AND HORTICULTURAL FUNGICIDE HAVING THIS AS ACTIVE COMPONENT
  申请人：Mitsui Chemicals Agro, Inc.

  公开号：EP3611165A1

  公开（公告）日：2020-02-19

  This is to provide a novel compound capable of treating or preventing plant diseases. The pyridone compounds of the present invention are novel compounds and can treat or prevent plant diseases.

  这是为了提供一种能够治疗或预防植物病害的新型化合物。 本发明的吡啶酮化合物属于新型化合物，可以治疗或预防植物病害。
• ADLER B.; BURTZLAFF C.; DUSCHEK C.; OHL J.; SCHMIDT H.; ZECH W., J. PRAKT. CHEM., 1978, 320, NO 6, 904-916
  作者：ADLER B.、 BURTZLAFF C.、 DUSCHEK C.、 OHL J.、 SCHMIDT H.、 ZECH W.

  DOI：——

  日期：——
• Synthesis of Dihydropyridines and Pyridines from Imines and Alkynes via C−H Activation
  作者：Denise A. Colby、Robert G. Bergman、Jonathan A. Ellman

  DOI：10.1021/ja7104784

  日期：2008.3.1

  A convenient one-pot C-H alkenylation/electrocyclization/aromatization sequence has been developed for the synthesis of highly substituted pyridine derivatives from alkynes and alpha,beta-unsaturated N-benzyl aldimines and ketimines that proceeds through dihydropyridine intermediates. A new class of ligands for C-H activation was developed, providing broader scope for the alkenylation step than could be achieved with previously reported ligands. Substantial information was obtained about the mechanism of the reaction. This included the isolation of a C-H activated complex and its structure determination by X-ray analysis; in addition, kinetic simulations using the Copasi software were employed to determine rate constants for this transformation, implicating facile C-H oxidative addition and slow reductive elimination steps.