4-(2-bromo-4-chloro-5-methoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one | 911842-60-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2-bromo-4-chloro-5-methoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one
• 英文别名: 4-[2-(2-Bromo-4-chloro-5-methoxyphenyl)ethyl]-3-hydroxy-7-(oxan-2-yl)-2,3-dihydropyridazino[4,5-b][1,4]oxazin-8-one
• CAS: 911842-60-9
• 化学式: C₂₀H₂₃BrClN₃O₅
• 分子量: 500.777
• InChiKey: DYHLTSLHGYSKOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(2-bromo-4-chloro-5-methoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one 在 palladium diacetate 1,1'-bis(diphenylphosphino)ferrocene 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 以71%的产率得到9-chloro-10-methoxy-3-(tetrahydro-pyran-2-yl)-6,6a,12,13-tetrahydro-3H-5,7-dioxa-2,3,13a-triaza-benzo[4,5]cyclohepta[1,2-a]naphthalen-4-one
  参考文献：
  名称：

  Novel formation of 1,3-oxazepine heterocycles via palladium-catalyzed intramolecular coupling reaction

  摘要：

  The oxazepine ring systems containing pyridazinone moiety were constructed via palladium-catalyzed intramolecular coupling reaction. The best conditions for this reaction were Pd(OAc)(2) as a palladium source, 1,1'-bis(diphenylphosphino)-ferrocene (DPPF) as the ligand, and K2CO3 as base at 80 degrees C in toluene. The products have potential applications as biological and medicinal relevant compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.009
• 作为产物：
  描述：

  4,5-二氯-2-(四氢-吡喃-2-基)-2H-吡嗪-3-酮 在 氢氧化钾 、 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 6.0h， 生成 4-(2-bromo-4-chloro-5-methoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one
  参考文献：
  名称：

  Novel formation of 1,3-oxazepine heterocycles via palladium-catalyzed intramolecular coupling reaction

  摘要：

  The oxazepine ring systems containing pyridazinone moiety were constructed via palladium-catalyzed intramolecular coupling reaction. The best conditions for this reaction were Pd(OAc)(2) as a palladium source, 1,1'-bis(diphenylphosphino)-ferrocene (DPPF) as the ligand, and K2CO3 as base at 80 degrees C in toluene. The products have potential applications as biological and medicinal relevant compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.009

文献信息

• Novel formation of 1,3-oxazepine heterocycles via palladium-catalyzed intramolecular coupling reaction
  作者：Chen Ma、Shao-Jie Liu、Liang Xin、J.R. Falck、Dong-Soo Shin

  DOI：10.1016/j.tet.2006.07.009

  日期：2006.9

  The oxazepine ring systems containing pyridazinone moiety were constructed via palladium-catalyzed intramolecular coupling reaction. The best conditions for this reaction were Pd(OAc)(2) as a palladium source, 1,1'-bis(diphenylphosphino)-ferrocene (DPPF) as the ligand, and K2CO3 as base at 80 degrees C in toluene. The products have potential applications as biological and medicinal relevant compounds. (c) 2006 Elsevier Ltd. All rights reserved.