2-azido-5-chloropyridine | 242815-95-8

• 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-azido-5-chloropyridine
• CAS: 242815-95-8
• 化学式: C₅H₃ClN₄
• 分子量: 154.559
• InChiKey: UAWAHMOAEOICGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  tert-butyl ((1R,5R)-5-(5-ethynyl-2-fluorophenyl)-2,2,5-trimethyl-1-(methylimino)-1-oxido-5,6-dihydro-2H-1,4-thiazin-3-yl)carbamate 、 2-azido-5-chloropyridine 在 copper(I) trifluoromethanesulfonate benzene 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以49.8 mg的产率得到tert-butyl ((1R,5R)-5-(5-(1-(5-chloropyridin-2-yl)-1H-1,2,3-triazol-4-yl)-2-fluorophenyl)-2,2,5-trimethyl-1-(methylimino)-1-oxido-5,6-dihydro-2H-1,4-thiazin-3-yl)carbamate
  参考文献：
  名称：

  [EN] BACE1 INHIBITORS
  [FR] INHIBITEURS DE BACE1

  摘要：

  本发明提供一种公式I的化合物，具有BACE1抑制活性，其制造方法，包含它们的药物组合物以及它们作为治疗活性物质的用途。本发明的活性化合物在治疗和/或预防例如阿尔茨海默病等疾病方面有用。

  公开号：

  WO2016150785A1
• 作为产物：
  描述：

  6-氯四唑并[1,5-a]吡啶 以 三氟乙酸 为溶剂， 生成 2-azido-5-chloropyridine
  参考文献：
  名称：

  1H,13C and15N NMR and IR studies of halogen-substituted tetrazolo[1,5-a]pyridines

  摘要：

  The tetrazole-azide tautomerization of some halogen-substituted tetrazolo[1,5-a]pyridines was examined by IR spectroscopy at ambient temperature and by H-1,C-13 and N-15 NMR spectroscopy at various temperatures. The tetrazolopyridines can exhibit equilibrium between the azide and the tetrazole forms. For some of them slow exchange occurs on the NMR time-scale, such that it is possible to estimate equilibrium constants. The position and nature of the substituent in the pyridine ring result in stabilization or destabilization of the tetrazole form and exert a strong influence on the values found for the equilibrium constants. A saturation transfer experiment was carried out for 5-bromotetrazolo[1,5-a]pyridine and the rate constants were estimated. Moreover, based on the van't Hoff equation, the enthalpy Delta H degrees and entropy Delta S degrees for the tautomerization were calculated. Ab initio calculated energies and charge distribution are in good agreement with differences observed in the tetrazole-azide equilibrium constants. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199906)12:6<470::aid-poc151>3.0.co;2-u

文献信息

• BACE1 inhibitors
  申请人：Hoffmann-La Roche Inc.

  公开号：US10399969B2

  公开（公告）日：2019-09-03

  The present invention provides a compound of formula I, having BACE1 inhibitory activity, their manufacture, pharmaceutical compositions containing them and their use as therapeutically active substances. The active compounds of the present invention are useful in the therapeutic and/or prophylactic treatment of e.g. Alzheimer's disease.

  本发明提供了具有 BACE1 抑制活性的式 I 化合物、其制造方法、含有它们的药物组合物以及它们作为治疗活性物质的用途。本发明的活性化合物可用于阿尔茨海默病等疾病的治疗和/或预防。
• BACE1 INHIBITORS
  申请人：F. Hoffmann-La Roche AG

  公开号：EP3271355A1

  公开（公告）日：2018-01-24