2-(3-methylphenyl)-N,N-dimethylacetamide | 7600-46-6

• 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: 2-(3-methylphenyl)-N,N-dimethylacetamide
• 英文别名: N,N-Dimethyl-2-(m-tolyl)-acetamid；N,N-dimethyl-2-(3-methylphenyl)acetamide
• CAS: 7600-46-6
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: FVWUZRWNTYRPIW-UHFFFAOYSA-N

物化性质

• 沸点：
  102.5-105 °C(Press: 0.55 Torr)
• 密度：
  1.007±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(3-methylphenyl)-N,N-dimethylacetamide 在 正丁基锂 、 C₃₈H₃₈IrN₄S₂⁽¹⁺⁾*F₆P^(1-) 、 Selectfluor 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 20.0h， 生成 (S)-2-fluoro-1-(1-phenyl-1H-imidazol-2-yl)-2-(m-tolyl)ethan-1-one
  参考文献：
  名称：

  铱配合物催化2-酰基咪唑的对映选择性α-氟

  摘要：

  利用铱催化完成了对2-酰基咪唑的第一个高对映选择性的α-氟化反应。这种转化具有温和的条件和非常广泛的底物范围，提供了一种高效且高度对映选择性的方法，以获取在各种生物活性化合物和前药中发现的各种含氟2-酰基咪唑。还已经测试了大规模合成，以证明该氟化方法的潜在实用性。

  DOI：

  10.1002/asia.201601306
• 作为产物：
  描述：

  N,N-二甲基-溴乙酰胺 、 2-(3-甲基苯基)-1,3,2-二氧硼杂环戊烷 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ potassium phosphate 、 对苯二酚 、 三环己基膦 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到2-(3-methylphenyl)-N,N-dimethylacetamide
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling reaction of aryldioxaborolane with 2-bromo-N,N-dimethylacetamide

  摘要：

  A Suzuki-type cross-coupling of aryldioxaborolane with 2-bromo-N,N-dimethylacetamide in the presence of a catalytic amount of tricyclohexylphosphine as the ligand and hydroquinone as the free-radical scavenger has been demonstrated as a convenient and simple way for the synthesis of alpha-arylacetamide. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00066-2

文献信息

• Manganese‐Catalyzed <i>anti</i> ‐Selective Asymmetric Hydrogenation of α‐Substituted β‐Ketoamides
  作者：Linli Zhang、Zheng Wang、Zhaobin Han、Kuiling Ding

  DOI：10.1002/anie.202006383

  日期：2020.9

  A Mn‐catalyzed diastereo‐ and enantioselective hydrogenation of α‐substituted β‐ketoamides has been realized for the first time under dynamic kinetic resolution conditions. anti‐α‐Substituted β‐hydroxy amides, which are useful building blocks for the synthesis of bioactive molecules and chiral drugs, were prepared in high yields with excellent selectivity (up to >99 % dr and >99 % ee) and unprecedentedly

  在动态动力学拆分条件下，首次实现了Mn催化的α-取代的β-酮酰胺的非对映和对映选择性氢化。抗-α-取代的β-羟基酰胺是生物活性分子和手性药物合成的有用组成部分，以高收率，高选择性（高达> 99％dr和> 99％ee）和前所未有的高活性制备。（TON最高10000）。出色的立体选择性的起源已通过DFT计算得以阐明。
• MORPHOLINONE COMPOUNDS AS FACTOR IXA INHIBITORS
  申请人：CHACKALAMANNIL Samuel

  公开号：US20110135650A1

  公开（公告）日：2011-06-09

  The present invention provides a compound of Formula (I) as described herein, or a pharmaceutically acceptable salt or a solvate thereof. The present invention also provides pharmaceutical compositions comprising one or more said compounds, and methods for using said compounds for treating or preventing a thromboses, embolisms, hypercoagulability or fibrotic changes.

  本发明提供了公式（I）所述的化合物，或其药学上可接受的盐或溶剂。本发明还提供了包含一种或多种所述化合物的药物组合物，并且提供了使用所述化合物治疗或预防血栓形成，栓塞，高凝状态或纤维化变化的方法。
• NOVEL TRIAZINE COMPOUNDS
  申请人：Dugar Sundeep

  公开号：US20130303516A1

  公开（公告）日：2013-11-14

  The present invention relates to novel triazine compounds of formula (1), methods of their preparation, pharmaceutical compositions containing these compounds and the use of these compounds to treat proliferative disorders such as tumors and cancers and also other conditions and disorders related to or associated with dysregulation of PI3 Kinases, PI3 Kinase pathway, mTOR and/or the mTOR pathway.

  本发明涉及公式（1）的新型三嗪类化合物，其制备方法、含有这些化合物的药物组合物以及使用这些化合物治疗增殖性疾病，如肿瘤和癌症，以及与PI3激酶、PI3激酶途径、mTOR和/或mTOR途径失调相关或相关的其他状况和疾病。
• α‐Amination of Carbonyl Compounds by Using Hypervalent Iodine‐Based Aminating Reagents Containing a Transferable (Diarylmethylene)amino Group
  作者：Daichi Okumatsu、Kazuki Kawanaka、Shunpei Kainuma、Kensuke Kiyokawa、Satoshi Minakata

  DOI：10.1002/chem.202203722

  日期：2023.2.16

  Primary resource: Hypervalent iodine-based aminating reagents containing a transferable (diarylmethylene)amino group can be used for the α-amination of simple carbonyl compounds such as esters, amides, and ketones in the presence of a lithium base. The (diarylmethylene)amino groups of the products can be readily modified, thus providing access to primary amines and diarylmethylamines.

  主要资源: 含有可转移（二芳基亚甲基）氨基的高价碘基胺化试剂可用于在锂碱存在下对简单的羰基化合物（如酯、酰胺和酮）进行 α-胺化。产品的（二芳基亚甲基）氨基可以很容易地进行修饰，从而提供获得伯胺和二芳基甲基胺的途径。
• Insights into Directing Group Ability in Palladium-Catalyzed C−H Bond Functionalization
  作者：Lopa V. Desai、Kara J. Stowers、Melanie S. Sanford

  DOI：10.1021/ja8045519

  日期：2008.10.8

  This paper describes a detailed investigation of factors controlling the dominance of a directing group in Pd-catalyzed ligand-directed arene acetoxylation. Mechanistic studies, involving reaction kinetics, Hammett analysis, kinetic isotope effect experiments, and the kinetic order in oxidant, have been conducted for a series of different substrates. Initial rates studies of substrates bearing different directing groups showed that these transformations are accelerated by the use of electron-withdrawing directing groups. However, in contrast, under conditions where two directing groups are in competition with one another in the same reaction flask, substrates with electron-donating directing groups react preferentially. These results are discussed in the context of the proposed mechanism for Pd-catalyzed arene acetoxylation.