tert-butyl N-(4-methylpyridin-2-yl)-N-prop-2-ynylcarbamate | 1284210-51-0

• 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: tert-butyl N-(4-methylpyridin-2-yl)-N-prop-2-ynylcarbamate
• 英文别名: tert-butyl 4-methylpyridin-2-yl(prop-2-ynyl)carbamate
• CAS: 1284210-51-0
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: QTKKLUZKKPPVJU-UHFFFAOYSA-N

物化性质

• 沸点：
  361.0±37.0 °C(Predicted)
• 密度：
  1.103±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  42.43
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-(4-methylpyridin-2-yl)-N-prop-2-ynylcarbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以93%的产率得到4-methyl-N-(prop-2-ynyl)pyridine-2-amine
  参考文献：
  名称：

  N-(Prop-2-yn-1-yl)pyridin-2-amines 的银催化环化

  摘要：

  我们在此报告了银催化的易于获得的 N-(prop-2-yn-1-yl)pyridine-2-amines 的环异构化作为合成不同取代的 3-methylimidazo[1,2-a ]吡啶。异构化反应在温和的反应条件下进行，具有良好的产率和优异的区域选择性。还报告了基于 DFT 的机械分析。

  DOI：

  10.1002/ejoc.201201258
• 作为产物：
  描述：

  2-氨基-4-甲基吡啶 在 4-二甲氨基吡啶 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 tert-butyl N-(4-methylpyridin-2-yl)-N-prop-2-ynylcarbamate
  参考文献：
  名称：

  Design, synthesis, and evaluation of hinge-binder tethered 1,2,3-triazolylsalicylamide derivatives as Aurora kinase inhibitors

  摘要：

  A series of hinge-binder tethered 1,2,3-triazolylsalicylamide derivatives were designed, synthesized, and evaluated for the Aurora kinase inhibitory activities. The novel hinge-binder tethered 1,2,3-triazolylsalicylamide scaffold was effectively assembled by Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC). A variety of alkynes with hinge binders were used to search proper structures-binding relationship to the hinge region. The synthesized 1,2,3-triazolylsalicylamide derivatives showed significant Aurora kinase inhibitory activity. In particular, 8a inhibited Aurora A kinase with an IC50 value of 0.284 mu M, whereas 8m inhibited Aurora B kinase with an IC50 value of 0.364 mu M. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.03.042

文献信息

• 신규한 트리아졸 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 오로라 키나제 관련 약학적 조성물
  申请人：Ewha University - Industry Collaboration Foundation 이화여자대학교 산학협력단(220040083301) BRN ▼110-82-10456

  公开号：KR101723881B1

  公开（公告）日：2017-04-07

  본 발명은 신규한 트리아졸 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 오로라 키나제 관련 약학적 조성물에 관한 것으로, 본 발명에 따른 신규한 트리아졸 유도체, 이의 광학 이성질체, 또는 이의 약학적으로 허용 가능한 염은, 오로라 키나제로써 나노몰 단위의 우수한 저해활성을 나타내며, 이를 함유하는 약학적 조성물로써 다양한 암 또는 종양의 치료에 유용한 효과가 있다.

  本发明涉及一种新的三唑衍生物，其制备方法及其作为有效成分包含在含有Aurora激酶相关药物的制剂中，根据本发明的新三唑衍生物，其光学异构体或其药学上可接受的盐，通过Aurora激酶表现出优异的纳摩尔单位的抑制活性，并且作为含有该化合物的药学制剂在治疗各种癌症或肿瘤方面具有有益效果。
• Water mediated deprotective intramolecular hydroamination of N-propargylaminopyridines: synthesis of imidazo[1,2-a]pyridines
  作者：Darapaneni Chandra Mohan、Niraj B. Sarang、Subbarayappa Adimurthy

  DOI：10.1016/j.tetlet.2013.08.112

  日期：2013.11

  Metal-free synthesis of substituted imidazole [1,2-alpha]dpyridines from deprotective N-(prop-2-yn-1-yl)pyridin-2-amines in water is elucidated. Electron releasing substituents on pyridine ring provided pure products in quantitative yields without separation by column chromatography. (C) 2013 Elsevier Ltd. All rights reserved.
• A Base Promoted Cyclization of <i>N</i>-Propargylaminopyridines. Synthesis of Imidazo[1,2-<i>a</i>]pyridine Derivatives
  作者：Suren Husinec、Rade Markovic、Milos Petkovic、Veselin Nasufovic、Vladimir Savic

  DOI：10.1021/ol200508x

  日期：2011.5.6

  A base promoted cyclization of the protected N-propargylaminopyridines was shown to be an efficient method for the preparation of imidazo[1,2-a] pyridine derivatives. The reactions were carried out with a small excess of base, at room temperature or slightly above producing the heterocyclic products in moderate to good yields. The stereoelectronic properties of substituents on the pyridine ring were shown to influence the cyclization process.