2-(1-azidoethyl)pyridine | 503173-07-7

• 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: 2-(1-azidoethyl)pyridine
• CAS: 503173-07-7
• 化学式: C₇H₈N₄
• 分子量: 148.167
• InChiKey: YSXVHBJITPSGEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  27.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  对苯二甲酸二甲酯 、 2-(1-azidoethyl)pyridine 、 ammonium chloride 、 N,N-二异丙基乙胺 在 钯 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3R,4R)-N-hydroxy-4-({4-[(1-methylimidazo[1,5-a]pyridin-3-yl)methyl]benzoyl}amino)tetrahydro-2H-pyran-3-carboxamide
  参考文献：
  名称：

  Cyclic hydroxamic acids as inhibitors of matrix metalloproteinases and/or TNF-alpha converting enzyme (TACE)

  摘要：

  本申请描述了新型的公式I:1的环式羟羧酸，或其药用盐形式，其中环B是一个包含0-2个来自O、N、NR1和S(O)p的杂原子以及0-1个羰基的5-7元环系统，其他变量在本说明书中有定义，这些化合物可作为基质金属蛋白酶（MMP）、TNF-α转化酶（TACE）、聚集素酶或其组合的抑制剂，包含这些化合物的药物组合物，以及使用这些化合物的方法。

  公开号：

  US20030139388A1
• 作为产物：
  描述：

  2-(1-羟乙基)吡啶 在 叠氮基三甲基硅烷 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以87%的产率得到2-(1-azidoethyl)pyridine
  参考文献：
  名称：

  Copper Triflate: An Efficient Catalyst for Direct Conversion of Secondary Alcohols into Azides

  摘要：

  A simple, practical, and efficient strategy has been demonstrated for the direct synthesis of organic azides from alcohols using azidotrimethylsilane (TMSN3) as azide source in the presence of copper(II) triflate [Cu(OTf)(2)]. A variety of alcohols was converted into the corresponding azides in good to excellent yields. The formation of an intermediate carbocation was confirmed by the synthesis of bis(diphenylmethyl) ether.

  DOI：

  10.1055/s-0033-1340550

文献信息

• Recyclable zinc (II) ionic liquid catalyzed synthesis of azides by direct azidation of alcohols using trimethylsilylazide at room temperature
  作者：Ashima Singh、Harjinder Singh、J.M. Khurana

  DOI：10.1016/j.tetlet.2017.05.046

  日期：2017.6

  A new efficient method has been reported for the synthesis of azides by direct azidation of alcohols with TMSN3 in presence of recyclable task specific ionic liquid (TSIL) [bmim]ZnCl3 as a catalyst in DCM at room temperature. Ionic liquid [[bmim]ZnCl3 was synthesized under solvent free conditions and characterized by IR, H-1 NMR, C-13 NMR and HRMS. The Lewis acidity of catalyst was also examined using IR spectroscopy. The main features of this new methodology are high yields of products, recyclability of catalyst, scalability of reaction to gram scale and short reaction time. (C) 2017 Elsevier Ltd. All rights reserved.
• EP1427408A4
  申请人：——

  公开号：EP1427408A4

  公开（公告）日：2005-10-26
• CYCLIC HYDROXAMIC ACIDS AS INHIBITORS OF MATRIX METALLOPROTEINASES AND/OR TNF-$g(a) CONVERTING ENZYME (TACE)
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP1427408A2

  公开（公告）日：2004-06-16
• US6740649B2
  申请人：——

  公开号：US6740649B2

  公开（公告）日：2004-05-25
• [EN] CYCLIC HYDROXAMIC ACIDS AS INHIBITORS OF MATRIX METALLOPROTEINASES AND/OR TNF- alpha CONVERTING ENZYME (TACE)<br/>[FR] ACIDES HYDROXAMIQUES CYCLIQUES UTILISES COMME INHIBITEURS DE METALLOPROTEINASES MATRICIELLES ET/OU D'ENZYME DE CONVERSION DU TNF- DOLLAR G(A) (TACE)
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003024899A2

  公开（公告）日：2003-03-27

  The present application describes novel cyclic hydroxamic acids of formula I: or pharmaceutically acceptable salt forms thereof, wherein ring B is a 5-7 membered cyclic system containing from 0-2 heteroatoms selected from 0, N, NR1, and S(O)¿p?, and 0-1 carbonyl groups and the other variables are defined in the present specification, which are useful as inhibitors of matrix metalloproteinases (MMP) , TNF-a converting enzyme (TACE) , aggrecanase or a combination thereof, pharmaceutical compositions containing the same, and methods of using the same.