N-Allyl-N-(benzyloxycarbonyl)-4-(3-pyridyl)-3,5-difluoroaniline | 149524-33-4

• 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: N-Allyl-N-(benzyloxycarbonyl)-4-(3-pyridyl)-3,5-difluoroaniline
• 英文别名: N-Allyl-N-carbobenzyloxy-4-(pyridin-3-yl)-3,5-difluoroaniline；N-Allyl-N-carbobenzyloxy-4-(3-pyridyl)-3,5-difluoroaniline；benzyl N-(3,5-difluoro-4-pyridin-3-ylphenyl)-N-prop-2-enylcarbamate
• CAS: 149524-33-4
• 化学式: C₂₂H₁₈F₂N₂O₂
• 分子量: 380.394
• InChiKey: NTYQDZHGURCLQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-Allyl-N-(benzyloxycarbonyl)-4-(3-pyridyl)-3,5-difluoroaniline 在 吡啶 、 碘 作用下， 以 氯仿 为溶剂， 生成 (+/-)-5-(Iodomethyl)-3-<4-(3-pyridyl)-3,5-difluorophenyl>-2-oxazolidinone
  参考文献：
  名称：

  Substituted aryl- and heteroaryl-phenyloxazolidinones

  摘要：

  本发明揭示了一种新型的取代芳基和杂环芳基苯基噁唑啉酮，其可用作抗菌剂。更具体地说，本发明的取代芳基和杂环芳基苯基噁唑啉酮的特征在于在3-苯基环的p-位具有芳基或杂环芳基基团，并在3-苯基环的m-位(s)有额外的取代基团。这一新型噁唑啉酮类化合物的代表是(.+-.)-5-(乙酰胺甲基)-3-[4-(3-吡啶基)-3,5-二氟苯基]-2-噁唑啉酮。

  公开号：

  US05565571A1
• 作为产物：
  描述：

  3,5-二氟苯胺 在 四(三苯基膦)钯 盐酸 、 正丁基锂 、 四丁基碘化铵 、 sodium hydride 、 potassium carbonate 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 13.08h， 生成 N-Allyl-N-(benzyloxycarbonyl)-4-(3-pyridyl)-3,5-difluoroaniline
  参考文献：
  名称：

  Regioselective Metalation of Fluoroanilines. An Application to the Synthesis of Fluorinated Oxazolidinone Antibacterial Agents

  摘要：

  The regioselective para lithiation of 3-fluoro- and 3,5-dinuoroaniline stabase derivatives is described. These intermediates were subjected to a reaction sequence involving (1) transmetalation with zinc chloride, (2) a palladium-catalyzed coupling reaction with various pyridyl bromides, and (3) removal of the stabase protecting group, to generate fluorinated 4-(pyridyl)anilines. These compounds are. key subunits for the synthesis of selected fluorinated oxazolidinone antibacterial agents. Representative applications of these intermediates to the synthesis of three potent oxazolidinone analogues are discussed. One facet of the described procedure involves a unique iodocyclocarbamation reaction featuring a pyridine additive.

  DOI：

  10.1021/jo00121a050

文献信息

• Substituted aryl- and heteroaryl-phenyloxazolidinones
  申请人：The Upjohn Company

  公开号：US05565571A1

  公开（公告）日：1996-10-15

  The present invention discloses novel substituted aryl- and heteroarylphenyloxazolidinones which are useful as anti-bacterial agents. More specifically, the substituted aryl- and heteroarylphenyloxazolidinones of the invention are characterized by oxazolidinones having an aryl or heteroaryl group at the p-position of the 3-phenyl ring and additional substitutions at the m-position(s) of the 3-phenyl ring. A compound representative of this new class of oxazolidinones is (.+-.)-5-(acetamidomethyl)-3-[4-(3-pyridyl)-3,5-difiuorophenyl]-2-oxazolid inone.

  本发明揭示了一种新型的取代芳基和杂环芳基苯基噁唑啉酮，其可用作抗菌剂。更具体地说，本发明的取代芳基和杂环芳基苯基噁唑啉酮的特征在于在3-苯基环的p-位具有芳基或杂环芳基基团，并在3-苯基环的m-位(s)有额外的取代基团。这一新型噁唑啉酮类化合物的代表是(.+-.)-5-(乙酰胺甲基)-3-[4-(3-吡啶基)-3,5-二氟苯基]-2-噁唑啉酮。
• Substituted arylphenyloxazolindinones
  申请人：Pharmacia & Upjohn Company

  公开号：US05654435A1

  公开（公告）日：1997-08-05

  The present invention discloses novel substituted aryl- and heteroarylphenyloxazolidinones which are useful as anti-bacterial agents. More specifically, the substituted aryl- and heteroarylphenyloxazolidinones of the invention are characterized by oxazolidinones having an aryl or heteroaryl group at the p-position of the 3-phenyl ring and additional substitutions at the m-position(s) of the 3-phenyl ring. A compound representative of this new class of oxazolidinones is (.+-.)-5-(acetamidomethyl)-3-[4-(3-pyridyl)-3,5-difluorophenyl]-2-oxazolid inone.

  本发明揭示了一种新型的取代芳基和杂环芳基苯氧唑啉酮，其可用作抗菌剂。更具体地说，本发明的取代芳基和杂环芳基苯氧唑啉酮的特征在于氧唑啉酮具有3-苯基环上p-位置的芳基或杂环芳基基团，并在3-苯基环的m-位置（s）上具有额外的取代基团。这一新类氧唑啉酮化合物的代表是(.+-.)-5-(乙酰胺甲基)-3-[4-(3-吡啶基)-3,5-二氟苯基]-2-氧唑啉酮。
• Substituted heteroarylphenyloxazolidinones
  申请人：Pharmacia & Upjohn Company

  公开号：US05929248A1

  公开（公告）日：1999-07-27

  The present invention discloses novel substituted aryl- and heteroarylphenyloxazolidinones which are useful as anti-bacterial agents. More specifically, the substituted aryl- and heteroarylphenyloxazolidinones of the invention are characterized by oxazolidinones having an aryl or heteroaryl group at the p-position of the 3-phenyl ring and additional substitutions at the m-position(s) of the 3-phenyl ring. A compound representative of this new class of oxazolidinones is (.+-.)-5-(acetamidomethyl)-3-\x9b4-(3-pyridyl)-3,5-difluorophenyl!-2-oxazolid inone.

  本发明公开了一种新型的取代芳基和杂环芳基苯基噁唑啉酮，其可用作抗菌剂。更具体地说，本发明的取代芳基和杂环芳基苯基噁唑啉酮的特征在于在3-苯环的p-位置具有芳基或杂环芳基基团，并在3-苯环的m-位置具有额外的取代基。这种新型噁唑啉酮类化合物的代表是(.+-.)-5-(乙酰胺甲基)-3-\x9b4-(3-吡啶基)-3,5-二氟苯基!-2-噁唑啉酮。
• SUBSTITUTED ARYL- AND HETEROARYLPHENYLOXAZOLIDINONES USEFUL AS ANTIBACTERIAL AGENTS
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：EP0610265B1

  公开（公告）日：1996-12-27
• US5565571A
  申请人：——

  公开号：US5565571A

  公开（公告）日：1996-10-15