1-(2,6-dimethylbenzyl)piperidine | 54521-26-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(2,6-dimethylbenzyl)piperidine
• 英文别名: 1-[(2,6-dimethylphenyl)methyl]piperidine
• CAS: 54521-26-5
• 化学式: C₁₄H₂₁N
• 分子量: 203.327
• InChiKey: ZAVSKULUIBAFQF-UHFFFAOYSA-N

物化性质

• 熔点：
  25-26 °C
• 沸点：
  290.4±9.0 °C(predicted)
• 密度：
  0.975±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2,6-dimethylbenzyl)piperidine 、 溶剂黄146 生成 acetic acid;1-[(2,6-dimethylphenyl)methyl]piperidine
  参考文献：
  名称：

  GASANOVA M. M.; ARABOV A. K.; VABAXANOV R. A.; AXUNDOV A. A., MEHPYZHEHLEHR. AZSSR ELMLEHR AKAD., DOKL. AN AZSSR, 1979, 35, HO 11, 67-7+

  摘要：

  DOI：
• 作为产物：
  描述：

  哌啶 在 palladium diacetate 、 caesium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 47.0h， 生成 1-(2,6-dimethylbenzyl)piperidine
  参考文献：
  名称：

  Reinvestigation of Aminomethyltrifluoroborates and Their Application in Suzuki−Miyaura Cross-Coupling Reactions

  摘要：

  A reinvestigation into the chemical composition of potassium aminomethyltrifluoroborates is reported. These trifluoroborato salts have been reassigned as zwitterionic ammoniomethyltrifluoroborates. Minor adjustments to the previously disclosed reaction conditions are reported that permit a similar level of activity as nucleophiles in Suzuki-Miyaura cross-coupling reactions.

  DOI：

  10.1021/jo2001066

文献信息

• Scope of Aminomethylations via Suzuki−Miyaura Cross-Coupling of Organotrifluoroborates
  作者：Gary A. Molander、Paul E. Gormisky、Deidre L. Sandrock

  DOI：10.1021/jo800183q

  日期：2008.3.1

  previously reported the Suzuki−Miyaura reaction of N,N-dialkylaminomethyltrifluoroborates with aryl bromides. Herein, we report a further investigation of the scope and limitations of this palladium-catalyzed aminomethylation reaction. Aryl chlorides, iodides, and triflates coupled in good to excellent yields to give N,N-dialkylbenzylic amines. The aminomethylation of alkenyl bromides was also examined.

  我们先前报道了N，N-二烷基氨基甲基三氟硼酸酯与芳基溴化物的Suzuki-Miyaura反应。本文中，我们报告了对该钯催化的氨基甲基化反应的范围和局限性的进一步研究。芳基氯化物，碘化物和三氟甲磺酸酯以良好至优异的收率偶联，得到N，N-二烷基苄基胺。还检查了烯基溴化物的氨基甲基化。
• [EN] FUSED PYRAZOLE DERIVATIVES AS NOVEL ERK INHIBITORS<br/>[FR] DÉRIVÉS CONDENSÉS DE PYRAZOLE UTILISÉS COMME NOUVEAUX INHIBITEURS ERK
  申请人：SCHERING CORP

  公开号：WO2012036997A1

  公开（公告）日：2012-03-22

  Disclosed are the ERK inhibitors of Formula (I): (Formula (I)) and the pharmaceutically acceptable salts thereof. All substitutents are as defined herein. Also disclosed are methods of treating cancer using the compounds of Formula (I).

  公开了化学式（I）的ERK抑制剂：（化学式（I））及其药学上可接受的盐。所有取代基如本文所定义。还公开了使用化合物（I）治疗癌症的方法。
• Cross-Coupling of Mesylated Phenol Derivatives with Potassium Ammonio- and Amidomethyltrifluoroborates
  作者：Gary A. Molander、Floriane Beaumard

  DOI：10.1021/ol200128y

  日期：2011.3.4

  A large array of aryl and heteroaryl mesylates have been successfully employed as electrophiles in a Csp(2)-Csp(3) Suzuki-Miyaura cross-coupling with potassium ammonio- and amidomethyltrifluoroborates to afford the corresponding products in high yields.
• Base catalyzed intramolecular cyclization of dialkycrotyl(3-alkenylpropyn-2-yl)ammonium salts and aqueous base fission of 2,2-dialkyl-4-methyl-and 2,2-dialkyl-4,6-dimethyl-2,6,7,7a-tetrahydro-1H-isoindolium bromides
  作者：E. O. Chukhajian、M. K. Nalbandyan、A. R. Gevorkyan、K. G. Shakhatuni、G. A. Panosyan

  DOI：10.1007/s10593-008-0090-9

  日期：2008.6

  Cyclization of dimethylcrotyl(3-vinyl-or-3-isopropenylpropyn-2-yl)ammonium bromides in the presence of base gave a mixture of the isomeric 2,2-dialkyl-4-methyl-and 2,2-dialkyl-4,6-dimethyl-2,6,7,7a-tetrahydro-1H-isoindolium bromides. Basic fission of the salts obtained at increased temperature gave a mixture of the isomeric N,N-disubstituted di-and trimethylbenzylamines whose structures were confirmed by their IR, H-1 NMR, and C-13 NMR spectra.
• FUSED PYRAZOLE DERIVATIVES AS NOVEL ERK INHIBITORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2615916B1

  公开（公告）日：2017-01-04