3-(6-bromo-5-methylpyridin-2-yl)-2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one | 1048357-72-7

• 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: 3-(6-bromo-5-methylpyridin-2-yl)-2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one
• 英文别名: 3-(6-Bromo-5-methylpyridin-2-yl)-2,2-dimethyl-1,3-benzoxazin-4-one
• CAS: 1048357-72-7
• 化学式: C₁₆H₁₅BrN₂O₂
• 分子量: 347.211
• InChiKey: GPKBLNJGQOTSLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴-3-甲基吡啶氮氧化物 、 2-氯-2,2-二甲基-2H-1,3-苯并恶嗪 以 氯仿 为溶剂， 反应 18.0h， 生成 3-(6-bromo-5-methylpyridin-2-yl)-2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one 、 3-(6-chloro-5-methylpyridin-2-yl)-2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one
  参考文献：
  名称：

  Synthesis of 5-bromo-6-methyl imidazopyrazine, 5-bromo and 5-chloro-6-methyl imidazopyridine using electron density surface maps to guide synthetic strategy

  摘要：

  Small heteroaromatic rings are valuable monomers in drug discovery that can enable rapid access to novel and desirable chemical space. Installation of a synthetic handle on a heteroaromatic core may be difficult if steric and electronic factors are not in alignment with the desired transformation. Described are practical routes for the construction of 5-bromo-6-methyl imidazopyrazine (1) as well as 5-bromo and 5-chloro-6-methyl imidazopyridines (2a and 2b), which were developed using electron density surface maps encoded with ionization potential to guide synthetic strategy. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.090

文献信息

• NOVEL INHIBITORS OF HEPATITIS C VIRUS REPLICATION
  申请人：Beigelman Leonid

  公开号：US20090047246A1

  公开（公告）日：2009-02-19

  The embodiments provide compounds of the general Formula I, as well as compositions, including pharmaceutical compositions, comprising a subject compound. The embodiments further provide treatment methods, including methods of treating a hepatitis C virus infection, the methods generally involving administering to an individual in need thereof an effective amount of a subject compound or composition.

  本实施例提供通式I的化合物，以及包括制剂（包括制药制剂）的组合物，其中包括一种主体化合物。本实施例进一步提供治疗方法，包括治疗丙型肝炎病毒感染的方法，该方法通常涉及向需要的个体施用主体化合物或组合物的有效量。
• [EN] NOVEL INHIBITORS HEPATITIS C VIRUS REPLICATION<br/>[FR] NOUVEAUX INHIBITEURS DE RÉPLICATION DU VIRUS DE L'HÉPATITE C
  申请人：INTERMUNE INC

  公开号：WO2008100867A2

  公开（公告）日：2008-08-21

  [EN] The embodiments provide compounds of the general Formula I, as well as compositions, including pharmaceutical compositions, comprising a subject compound. The embodiments further provide treatment methods, including methods of treating a hepatitis C virus infection, the methods generally involving administering to an individual in need thereof an effective amount of a subject compound or composition.
  [FR] L'invention porte sur des composés de la formule générale I, ainsi que sur des compositions, y compris des compositions pharmaceutiques, comprenant un composé de l'invention. L'invention porte en outre sur des procédés de traitement, y compris des procédés de traitement d'une infection par le virus de l'hépatite C, les procédés impliquant généralement l'administration à un individu qui en a besoin d'une quantité efficace d'un composé ou d'une composition de l'invention.
• Synthesis of 5-bromo-6-methyl imidazopyrazine, 5-bromo and 5-chloro-6-methyl imidazopyridine using electron density surface maps to guide synthetic strategy
  作者：Anthony R. Harris、Deane M. Nason、Elizabeth M. Collantes、Wenjian Xu、Yushi Chi、Zhihan Wang、Bingzhi Zhang、Qingjian Zhang、David L. Gray、Jennifer E. Davoren

  DOI：10.1016/j.tet.2011.08.090

  日期：2011.11

  Small heteroaromatic rings are valuable monomers in drug discovery that can enable rapid access to novel and desirable chemical space. Installation of a synthetic handle on a heteroaromatic core may be difficult if steric and electronic factors are not in alignment with the desired transformation. Described are practical routes for the construction of 5-bromo-6-methyl imidazopyrazine (1) as well as 5-bromo and 5-chloro-6-methyl imidazopyridines (2a and 2b), which were developed using electron density surface maps encoded with ionization potential to guide synthetic strategy. (C) 2011 Elsevier Ltd. All rights reserved.