N-(2,5-dimethylphenyl)-2,4,6-trimethylaniline | 221187-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,5-dimethylphenyl)-2,4,6-trimethylaniline
• 英文别名: N-(2,5-Dimethylphenyl)-2,4,6-trimethylbenzenamine
• CAS: 221187-54-8
• 化学式: C₁₇H₂₁N
• 分子量: 239.36
• InChiKey: RZBBTZWGRNBWSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-溴-1,3,5-三甲基苯 、 2,5-二甲基苯胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 以67%的产率得到N-(2,5-dimethylphenyl)-2,4,6-trimethylaniline
  参考文献：
  名称：

  功能化的N，N-二苯胺作为有效和选择性的EPAC2抑制剂

  摘要：

  发现N，N-二苯胺是有效的和选择性的EPAC2抑制剂。进行了一项研究以确定一系列抑制剂的结构-活性关系，其中几种化合物均表现出亚微摩尔浓度。还证明了对相关EPAC1蛋白的选择性。计算模型揭示了一个变构位点，该变构位点与两个EPAC同工型共有的cAMP结合域不同，从而提供了有关亚型选择性的理论。

  DOI：

  10.1021/acsmedchemlett.5b00477

文献信息

• Synergistic Ligand Effect between N-Heterocyclic Carbene (NHC) and Bicyclic Phosphoramidite (Briphos) Ligands in Pd-Catalyzed Amination
  作者：Miji Kim、Taeil Shin、Ansoo Lee、Hyunwoo Kim

  DOI：10.1021/acs.organomet.8b00413

  日期：2018.10.8

  Buchwald–Hartwig amination reactions was demonstrated with tunable π-acceptor bicyclic bridgehead phosphoramidite (briphos) ligands. The catalytic activity of NHC-Pd-L (L = phosphorus ligand) precatalysts depends on the electronic properties of L. A NHC-Pd-L catalyst with an N-cyclohexyl-substituted briphos ligand was found to be highly efficient. A series of C–N bond coupling reactions between primary or

  用可调的π-受体双环桥头亚磷酰胺（briphos）配体证明了NHC和Pd催化的Buchwald-Hartwig胺化反应中的磷配体之间具有协同配体作用。NHC-Pd- L（L =磷配体）预催化剂的催化活性取决于L的电子性质。发现具有N-环己基取代的bripos配体的NHC-Pd- L催化剂是高效的。在温和的反应条件下，伯胺或仲胺与芳基氯之间的一系列C–N键偶联反应以高收率进行。
• General and efficient palladium-catalyzed aminations of aryl chlorides
  作者：Xiaohong Bei、Anil S. Guram、Howard W. Turner、W.Henry Weinberg

  DOI：10.1016/s0040-4039(98)02597-0

  日期：1999.2

  Pd(dba)2/Ligand A catalyst efficiently catalyzes the aminations of a variety of aryl chlorides with a variety of amines in high rates, selectivities, and isolated yields.

  Pd（dba）2 /配体A催化剂可以高速率，高选择性和高分离度，高效催化各种芳基氯化物与各种胺的胺化反应。
• BISBENZOFURAN-FUSED 2,8-DIAMINOINDENO[1,2-B]FLUORENE DERIVATIVES AND RELATED COMPOUNDS AS MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES (OLED)
  申请人：Merck Patent GmbH

  公开号：EP3544984B1

  公开（公告）日：2020-12-23
• [EN] CATALYST LIGANDS USEFUL FOR CROSS-COUPLING REACTIONS<br/>[FR] LIGANDS CATALYTIQUES UTILISES DANS DES REACTION DE COUPLAGE CROISE
  申请人：SYMYX TECHNOLOGIES INC

  公开号：WO2000008032A1

  公开（公告）日：2000-02-17

  The present invention discloses new organic compounds (e.g., ligands), their metal complexes and compositions using those compounds. The invention also relates to the field of catalysis. In particular, this invention relates to new compounds which when combined with suitable metals or metal precursor compounds provide useful catalysts for various bond-forming reactions, including Suzuki cross-coupling or aryl amination reactions. The invention also relates to performing Suzuki cross coupling reactions with unreactive aryl-chlorides.
• Functionalized <i>N</i>,<i>N</i>-Diphenylamines as Potent and Selective EPAC2 Inhibitors
  作者：Christopher T. Wild、Yingmin Zhu、Ye Na、Fang Mei、Marcus A. Ynalvez、Haiying Chen、Xiaodong Cheng、Jia Zhou

  DOI：10.1021/acsmedchemlett.5b00477

  日期：2016.5.12

  N,N-Diphenylamines were discovered as potent and selective EPAC2 inhibitors. A study was conducted to determine the structure–activity relationships in a series of inhibitors of which several compounds displayed submicromolar potencies. Selectivity over the related EPAC1 protein was also demonstrated. Computational modeling reveals an allosteric site that is distinct from the cAMP binding domain shared

  发现N，N-二苯胺是有效的和选择性的EPAC2抑制剂。进行了一项研究以确定一系列抑制剂的结构-活性关系，其中几种化合物均表现出亚微摩尔浓度。还证明了对相关EPAC1蛋白的选择性。计算模型揭示了一个变构位点，该变构位点与两个EPAC同工型共有的cAMP结合域不同，从而提供了有关亚型选择性的理论。