5-ethyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine | 1017417-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 5-ethyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine
• 英文别名: 5-Ethyl-2,3,4,5-tetrahydro-1,4-benzoxazepine
• CAS: 1017417-40-1
• 化学式: C₁₁H₁₅NO
• mdl: MFCD09901383
• 分子量: 177.246
• InChiKey: UHQSLLVFMRQOHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-ethyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 甲苯 、 乙腈 为溶剂， 反应 4.0h， 生成 methyl 1-(3'-((5-ethyl-2,3-dihydrobenzo[f][1,4]oxazepin-4(5H)-yl)methyl)-[1,1'-biphenyl]-3-yl)-5-((1,2-trans)-2-(1-methyl-1H-1,2,3-triazol-4-yl)cyclopropyl)-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  [EN] BIARYL PYRAZOLES AS NRF2 REGULATORS
  [FR] BIARYL PYRAZOLES UTILISÉS COMME RÉGULATEURS DE NRF2

  摘要：

  本发明涉及双芳基吡唑化合物、它们的制备方法、含有它们的药物组合物及其作为NRF2调节剂的应用。

  公开号：

  WO2017060854A1
• 作为产物：
  描述：

  2-苯氧基乙胺 在 titanium(IV) isopropylate 、 盐酸 、 三氟乙酸 作用下， 以 乙醇 、 水 为溶剂， 反应 54.0h， 生成 5-ethyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine
  参考文献：
  名称：

  Facile and Short-Step Synthesis of 5-Substituted 2,3,4,5-Tetrahydrobenz[f][1,4]Oxazepines Using a Modified Pictet-spengler Reaction

  摘要：

  5-Substituted 2,3,4,5-tetrahydrobenzo [1,4] oxazepines (6) were synthesized using a modified Pictet-Spengler reaction of formyliminium ion (4) as the key step. Cyclization of 4 proceeded readily by using trifluoroacetic acid as a catalyst, giving 5 -substituted N-formyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepines (5) in 26-78% yield. The imination of 2-phenoxyethanamine (1) with aldehydes, formylation of the resulting imines (3), and the acid-catalyzed cyclization steps could be carried out in a one-pot procedure. Hydrolysis of 5 with hydrochloric acid gave the 5-substituted 2,3,4,5-tetrahydrobenzo[f][1,4]oxazepines (6) in high yields.

  DOI：

  10.3987/com-16-13632

文献信息

• Biaryl pyrazoles as NRF2 regulators
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：US10364256B2

  公开（公告）日：2019-07-30

  The present invention relates to biaryl pyrazole compounds of Formula (I) methods of making them, pharmaceutical compositions containing them and their use as NRF2 regulators.

  本发明涉及式（I）的双芳基吡唑化合物 的制造方法、含有它们的药物组合物以及它们作为 NRF2 调节剂的用途。
• BIARYL PYRAZOLES AS NRF2 REGULATORS
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：US20180282349A1

  公开（公告）日：2018-10-04

  The present invention relates to biaryl pyrazole compounds of Formula (I) methods of making them, pharmaceutical compositions containing them and their use as NRF2 regulators.
• [EN] BIARYL PYRAZOLES AS NRF2 REGULATORS<br/>[FR] BIARYL PYRAZOLES UTILISÉS COMME RÉGULATEURS DE NRF2
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2017060854A1

  公开（公告）日：2017-04-13

  The present invention relates to biaryl pyrazole compounds, methods of making them, pharmaceutical compositions containing them and their use as NRF2 regulators.

  本发明涉及双芳基吡唑化合物、它们的制备方法、含有它们的药物组合物及其作为NRF2调节剂的应用。
• Facile and Short-Step Synthesis of 5-Substituted 2,3,4,5-Tetrahydrobenz[f][1,4]Oxazepines Using a Modified Pictet-spengler Reaction
  作者：Yoshie Horiguchi、Toshiaki Saitoh、Michikazu Kitabatake、Takuya Sugimoto、Hiromu Kawakubo、Kunihiko Mohri

  DOI：10.3987/com-16-13632

  日期：——

  5-Substituted 2,3,4,5-tetrahydrobenzo [1,4] oxazepines (6) were synthesized using a modified Pictet-Spengler reaction of formyliminium ion (4) as the key step. Cyclization of 4 proceeded readily by using trifluoroacetic acid as a catalyst, giving 5 -substituted N-formyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepines (5) in 26-78% yield. The imination of 2-phenoxyethanamine (1) with aldehydes, formylation of the resulting imines (3), and the acid-catalyzed cyclization steps could be carried out in a one-pot procedure. Hydrolysis of 5 with hydrochloric acid gave the 5-substituted 2,3,4,5-tetrahydrobenzo[f][1,4]oxazepines (6) in high yields.