1-苯基-1-(2-嘧啶基)甲胺 | 907594-98-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-苯基-1-(2-嘧啶基)甲胺
• 英文名称: 2-pyrimidylphenylmethylamine
• 英文别名: Phenyl(pyrimidin-2-YL)methanamine
• CAS: 907594-98-3
• 化学式: C₁₁H₁₁N₃
• 分子量: 185.228
• InChiKey: GRQOIOHNRSSNED-UHFFFAOYSA-N

物化性质

• 熔点：
  214-216 °C
• 沸点：
  317.4±35.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  1-苯基-1-(2-嘧啶基)甲胺 、 (4-氟苯甲酰基氨基)-乙酸 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 4-fluoro-N-(2-oxo-2-(phenyl(pyrimidin-2-yl)methylamino)ethyl)benzamide
  参考文献：
  名称：

  Design, synthesis and structure–activity relationship of simple bis-amides as potent inhibitors of GlyT1

  摘要：

  Several novel classes of potent and small amide-type inhibitors of glycine transport (GlyT1) were developed through sequential simplification of a benzodiazepinone-lead structure identified from a high-throughput screening. The most potent compounds of these structurally simple classes show low nanomolar inhibition at the GlyT1 target. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.005
• 作为产物：
  描述：

  phenyl(pyrimidin-2-yl)methanimine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 1-苯基-1-(2-嘧啶基)甲胺
  参考文献：
  名称：

  Synthesis of Homo- and Heterobiarylmethylamines

  摘要：

  通过一种便捷的一锅法合成了多种同系和异系二芳基甲胺，产率从适中到高。

  DOI：

  10.1055/s-2006-942353

文献信息

• N-Heterocyclic Pyridylmethylamines: Synthesis, Complexation, Molecular Structure, and Application to Asymmetric Suzuki–Miyaura and Oxidative Coupling Reactions
  作者：Guillaume Grach、Grégory Pieters、Aurelia Dinut、Vincent Terrasson、Raouf Medimagh、Alexandre Bridoux、Vanessa Razafimahaleo、Anne Gaucher、Sylvain Marque、Jérôme Marrot、Damien Prim、Richard Gil、José Giner Planas、Clara Viñas、Isabelle Thomas、Jean-Philippe Roblin、Yves Troin

  DOI：10.1021/om200375s

  日期：2011.8.8

  The synthesis of N,N-bidentate ligands based on a π-deficient N-heterocyclic pyridylmethylamine core is described. The preparation and characterization of the corresponding N,N-ligand–palladium complexes in solution and the solid state are illustrated. Pd complexes showed a good yield and moderate catalytic activity (up to 40% ee) in the asymmetric Suzuki–Miyaura coupling reaction, leading to methoxybinaphthyl

  描述了基于π-缺陷的N-杂环吡啶基甲胺核的N，N-二齿配体的合成。说明了溶液和固态中相应的N，N-配体-钯配合物的制备和表征。Pd配合物在不对称的Suzuki-Miyaura偶联反应中显示出良好的收率和中等的催化活性（高达40％ee），从而导致了甲氧基双萘基衍生物。N，N-吡啶基甲胺与碘化亚铜的组合显示了氧化萘酚衍生物偶联反应中的有效催化体系，以高收率提供了相应的联萘，对映选择性高达61％。
• SPIROPIPERIDINE GLYCINAMIDE DERIVATIVES
  申请人：Bissantz Caterina

  公开号：US20080171759A1

  公开（公告）日：2008-07-17

  In particular, the present invention is concerned with compounds of the general formula (I) wherein X, Y and R 1 to R 10 are as described herein. The compounds are V1a receptor antagonists. The invention also relates to the manufacture of compounds of formula I, pharmaceutical compositions containing them and their use for the treatment of anxiety and depressive disorders and other diseases.

  具体而言，本发明涉及一般式（I）中的化合物，其中X、Y和R1至R10如本文所述。这些化合物是V1a受体拮抗剂。该发明还涉及制备一般式I的化合物、含有它们的药物组合物以及它们用于治疗焦虑和抑郁症等疾病的用途。
• Construction and regulation of imidazo[1,5-a]pyridines with AIE characteristics via iodine mediated Csp2−H or Csp−H amination
  作者：Jun Zhang、Mengyao She、Lang Liu、Mengdi Liu、Zhaohui Wang、Hua Liu、Wei Sun、Xiaogang Liu、Ping Liu、Shengyong Zhang、Jianli Li

  DOI：10.1016/j.cclet.2021.05.018

  日期：2021.10

  novel structures and functionalities. In this work, we focused on the direct and efficient synthesis of a new type of AIEgens, imidazo[1,5-a]pyridicne derivatives, via iodine mediated cascade oxidative Csp2–H or Csp–H amination route from phenylacetylene or styrenes under mild conditions. The resulted compounds showed excellent AIE characteristics with tunable maximum emissions, attractive bioimaging

  聚集诱导的发光致发光剂（AIEgens）的广泛应用激发了具有新颖结构和功能的AIEgens的产生。在这项工作中，我们着重于通过碘介导的级联氧化Csp 2 -H或Csp-H胺化路线从苯乙炔或苯乙烯在以下条件下直接和有效地合成新型AIEgens，咪唑并[1,5- a ]吡啶鎓衍生物。温和的条件。所得化合物显示出优异的AIE特性，具有可调节的最大发射量，有吸引力的生物成像性能以及潜在的抗炎活性，在材料，生物学，医学和其他相关领域具有广阔的应用前景。
• N‐Heterocyclic Benzhydrylamines as New <i>N</i> , <i>N</i> ‐Bidentate Ligands in Palladium Complexes: Synthesis, Characterization and Catalytic Activity
  作者：Vincent Terrasson、Damien Prim、Jérome Marrot

  DOI：10.1002/ejic.200800154

  日期：2008.6

  AbstractThe synthesis of new N,N‐bidentate ligands based on a π‐deficient N‐heterocyclic benzhydrylamine core is described. The corresponding air‐stable palladium complexes are obtained in high yields and fully characterized by NMR spectroscopy and X‐ray structure determination. These new phosphane‐free catalytic systems proved efficient in the Suzuki–Miyaura reaction, enabling us to obtain biaryl products in good yields, also for reactions with o‐substituted phenyl chlorides as starting materials. The effects of both electronic and steric modulations at the benzhydrylamine core on the catalytic activity are also described.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• US7498339B2
  申请人：——

  公开号：US7498339B2

  公开（公告）日：2009-03-03