(2-chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanone
• 英文别名: 2-chloro-3-pyridyl 3-methoxyphenyl ketone；2-chloro-3-(3-methoxybenzoyl)-pyridine；(2-chloropyridin-3-yl)-(3-methoxyphenyl)methanone
• 化学式: C₁₃H₁₀ClNO₂
• 分子量: 247.681
• InChiKey: UQZPVUVQOKWELY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanone 在 palladium diacetate 、 potassium carbonate 、 tricyclohexylphosphine tetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以60%的产率得到7-methoxy-5H-indeno[1,2-b]pyridin-5-one
  参考文献：
  名称：

  Synthesis of azafluorenones and related compounds using deprotocupration–aroylation followed by intramolecular direct arylation

  摘要：

  The efficiency of the deprotocupration-aroylation of 2-chloropyridine using lithiocuprates prepared from CuX (X=Cl, Br) and LiTMP (TMP=2,2,6,6-tetramethylpiperidido, 2 equiv) was investigated. CuCl was identified as a more suitable copper source than CuBr for this purpose. Different diaryl ketones bearing a halogen at the 2 position of one of the aryl groups were synthesized in this way from azines and thiophenes. These were then involved in palladium-catalyzed ring closure: substrates underwent expected CH-activation-type arylation to afford fluorenone-type compounds, and were also subjected to cyclization reactions leading to xanthones, notably in the presence of oxygen-containing substituents or reagents. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.030
• 作为产物：
  描述：

  (2-chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanol 在 manganese dioxide 甲苯 、 二氯甲烷 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以to give the title compound (1.63 g, 66% Yield)的产率得到(2-chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanone
  参考文献：
  名称：

  Benzisoxazolyl-, pyridoisoxazolyl-and benzthienyl-phenoxy derivatives useful as D4 antagonists

  摘要：

  这些化合物属于苯并异噁唑基、吡啶并异噁唑基和苯并噻吩基苯氧衍生物类，可作为D4拮抗剂使用。这些化合物可用于治疗由D4受体抑制引起的医疗状况。这些状况包括，例如，注意力缺陷多动障碍、强迫症、精神病、物质滥用、物质依赖、帕金森病、帕金森综合症、迟发性运动障碍、吉尔斯-德-拉-图雷综合症、行为障碍和反抗性障碍。本发明的另一个方面是提供一种制药组合物、中间体和制备该类化合物的方法。

  公开号：

  US07253165B2

文献信息

• 2-halo-pyridines
  申请人：Lacer, S.A.

  公开号：US04614833A1

  公开（公告）日：1986-09-30

  2-Halo-pyridines of the general formula I ##STR1## wherein X is Cl or Br; A is .dbd.0 or ##STR2## Ar is phenyl or substituted phenyl of the general formula ##STR3## in which n is 0, 1, 2 or 3; R is alkyl C.sub.1-4, alkoxy C.sub.1-4, phenoxy, alkylthio C.sub.1-4, halogen especially F and Cl, OH or C.sub.6 H.sub.5 ; and their salts, addition compounds and precursors (prodrugs). Furthermore the invention is directed to the production of these compounds and pharmaceuticals containing them.

  2-卤代吡啶的一般化学式为I，其中X为Cl或Br；A为.dbd.0或Ar；Ar为苯基或一般化学式为##STR3##的取代苯基，其中n为0、1、2或3；R为烷基C.sub.1-4、烷氧基C.sub.1-4、苯氧基、烷硫基C.sub.1-4、卤素特别是F和Cl、羟基或C.sub.6 H.sub.5；以及它们的盐、加合物和前体药物（前药）。此外，本发明涉及这些化合物的制备以及含有它们的药物。
• Benzisoxazolyl-,pyridoisoxazolyl-and benzthienyl-phenoxy derivatives useful as D4 antagonists
  申请人：Shutske M. Gregory

  公开号：US20050107377A1

  公开（公告）日：2005-05-19

  The compounds are of the class of benzisoxazolyl-, pyridoisoxazolyl- and benzthienyl-phenoxy derivatives, useful as D 4 antagonists. Said compounds are useful for the treatment of medical conditions mediated by inhibition of D 4 receptor. These conditions comprise, for example, Attention Deficit Hyperactivity Disorder, Obsessive-Compulsive Disorder, Psychoses, Substance Abuse, Substance Dependence, Parkinson's Disease, Parkinsonism, Tardive Diskinesia, Gilles de la Tourette Syndrome, Conduct Disorder, and Oppositional Defiant Disorder. A further aspect of the invention is to provide a pharmaceutical composition, intermediates, and a method of making said class of compounds.

  这些化合物属于苯并异噁唑基、吡啶异噁唑基和苯并噻吩基苯氧基衍生物类，可用作D4拮抗剂。这些化合物可用于治疗由D4受体抑制引起的医疗状况，例如注意力缺陷多动障碍、强迫症、精神病、物质滥用、物质依赖、帕金森病、帕金森综合症、迟发性运动障碍、图雷特综合症、行为障碍和反抗性障碍等。本发明的另一个方面是提供一种制药组合物、中间体和制备该类化合物的方法。
• Benzisoxazolyl-, pyridoisoxazolyl- and benzthienyl-phenoxy derivatives useful as D4 antagonists
  申请人：Aventis Pharmaceuticals Inc.

  公开号：EP1216244B1

  公开（公告）日：2003-08-13
• New 2-halo-pyridines, their production and pharmaceutical compositions
  申请人：LACER, S.A.

  公开号：EP0032516B1

  公开（公告）日：1984-05-02
• BENZISOXAZOLYL-, PYRIDOISOXAZOLYL- AND BENZTHIENYL-PHENOXY DERIVATIVES USEFUL AS D 4? ANTAGONISTS
  申请人：Aventis Pharmaceuticals Inc.

  公开号：EP1216244A1

  公开（公告）日：2002-06-26