(7,8-dihydro-3-nitro-1,6-naphthyridin-6(5H)-yl)phenylMethanone | 625099-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (7,8-dihydro-3-nitro-1,6-naphthyridin-6(5H)-yl)phenylMethanone
• 英文别名: (3-nitro-7,8-dihydro-5H-1,6-naphthyridin-6-yl)-phenylmethanone
• CAS: 625099-24-3
• 化学式: C₁₅H₁₃N₃O₃
• 分子量: 283.287
• InChiKey: MTDMXPMZZKKSOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  79
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (7,8-dihydro-3-nitro-1,6-naphthyridin-6(5H)-yl)phenylMethanone 在 Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 生成 (3-amino-7,8-dihydro-5H-1,6-naphthyridin-6-yl)-phenylmethanone
  参考文献：
  名称：

  An expeditious synthesis of 3-(difluoromethoxy)- and 3-(trifluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridines

  摘要：

  An expeditious and concise synthesis of 3-(difluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridine and 3-(trifluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridines is described. Starting from N-benzyl piperidone, the key intermediates leading to these two biologically desirable synthones were rapidly assembled by inverse electron demand Diels-Alder (IEDA) reaction utilizing microwave irradiation. The scope of the microwave methodology developed herein was extended to other ketones. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.083
• 作为产物：
  描述：

  1-苯酰基-4-哌啶酮 、 1-甲基-3,5-二硝基-2-吡啶酮 在 氨 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以88%的产率得到(7,8-dihydro-3-nitro-1,6-naphthyridin-6(5H)-yl)phenylMethanone
  参考文献：
  名称：

  An expeditious synthesis of 3-(difluoromethoxy)- and 3-(trifluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridines

  摘要：

  An expeditious and concise synthesis of 3-(difluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridine and 3-(trifluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridines is described. Starting from N-benzyl piperidone, the key intermediates leading to these two biologically desirable synthones were rapidly assembled by inverse electron demand Diels-Alder (IEDA) reaction utilizing microwave irradiation. The scope of the microwave methodology developed herein was extended to other ketones. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.083

文献信息

• TETRAHYDROPYRANYL CYCLOPENTYL TETRAHYDROPYRIDOPYRIDINE MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：Merck & Co., Inc.

  公开号：EP1501507B1

  公开（公告）日：2008-05-28
• US7230008B2
  申请人：——

  公开号：US7230008B2

  公开（公告）日：2007-06-12
• US7786305B2
  申请人：——

  公开号：US7786305B2

  公开（公告）日：2010-08-31
• An expeditious synthesis of 3-(difluoromethoxy)- and 3-(trifluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridines
  作者：Deodialsingh Guiadeen、Shankaran Kothandaraman、Lihu Yang、Sander G. Mills、Malcolm MacCoss

  DOI：10.1016/j.tetlet.2008.08.083

  日期：2008.10

  An expeditious and concise synthesis of 3-(difluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridine and 3-(trifluoromethoxy)-5,6,7,8-tetrahydro-1,6-naphthyridines is described. Starting from N-benzyl piperidone, the key intermediates leading to these two biologically desirable synthones were rapidly assembled by inverse electron demand Diels-Alder (IEDA) reaction utilizing microwave irradiation. The scope of the microwave methodology developed herein was extended to other ketones. (c) 2008 Elsevier Ltd. All rights reserved.