4,5-dibromo-2-(4-cyanophenyl)-1-methylimidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-dibromo-2-(4-cyanophenyl)-1-methylimidazole
• 英文别名: 4-(4,5-dibromo-1-methyl-1H-imidazol-2-yl)benzonitrile；4-(4,5-Dibromo-1-methylimidazol-2-yl)benzonitrile；4-(4,5-dibromo-1-methylimidazol-2-yl)benzonitrile
• 化学式: C₁₁H₇Br₂N₃
• 分子量: 341.005
• InChiKey: CJWKJDGYKAMUMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dibromo-2-(4-cyanophenyl)-1-methylimidazole 在 正丁基锂 、 N-氟代双苯磺酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以67%的产率得到4-(4-bromo-5-fluoro-1-methyl-1H-imidazol-2-yl)benzonitrile
  参考文献：
  名称：

  [EN] PURINONES AS UBIQUITIN-SPECIFIC PROTEASE 1 INHIBITORS
  [FR] PURINONES UTILISÉS COMME INHIBITEURS DE LA PROTÉASE SPÉCIFIQUE DE L'UBIQUITINE 1

  摘要：

  该应用涉及对USP1的抑制剂，用于治疗癌症和其他与USP1相关的疾病和紊乱，其化学式为：(I)，其中R1、R2、R3、R3'、R4、R5、X1、X2、X3、X4和n如本文所述。

  公开号：

  WO2017087837A1
• 作为产物：
  描述：

  4,5-二溴-1-甲基-1H-咪唑 、 4-碘氰基苯 在 [Pd(1,10-phenanthroline)₂](PF₆)₂ 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 20.0h， 以79%的产率得到4,5-dibromo-2-(4-cyanophenyl)-1-methylimidazole
  参考文献：
  名称：

  Facile Synthetic Method for Diverse Polyfunctionalized Imidazoles by Means of Pd-Catalyzed C–H Bond Arylation of N-Methyl-4,5-dibromoimidazole

  摘要：

  C-H bond-selective arylation reaction of 4,5-dibromoimidazole with aryl iodides, catalyzed by the palladium-1,10-phenanthroline complex [Pd(phen)(2)](PF6)(2), has been developed. The process tolerates the presence of a variety of functional groups on the aryl halide substrates. The products formed in these reactions were transformed to a variety of polyfunctionalized imidazoles by taking advantage of selective reactions of remaining C-Br bonds.

  DOI：

  10.1021/jo5013493

文献信息

• Purinones as ubiquitin-specific protease 1 inhibitors
  申请人：Forma Therapeutics, Inc.

  公开号：US10189841B2

  公开（公告）日：2019-01-29

  The application relates to inhibitors of USP1 useful in the treatment of cancers, and other USP1 associated diseases and disorders, having the Formula: where R1, R2, R3, R3′, R4, R5, X1, X2, X3, X4, and n are described herein.

  本申请涉及可用于治疗癌症和其他 USP1 相关疾病和失调的 USP1 抑制剂，其分子式如下： 其中 R1、R2、R3、R3′、R4、R5、X1、X2、X3、X4 和 n 如本文所述。
• PURINONES AS UBIQUITIN-SPECIFIC PROTEASE 1 INHIBITORS
  申请人：Forma Therapeutics, Inc.

  公开号：EP3377493A1

  公开（公告）日：2018-09-26
• Facile Synthetic Method for Diverse Polyfunctionalized Imidazoles by Means of Pd-Catalyzed C–H Bond Arylation of <i>N</i>-Methyl-4,5-dibromoimidazole
  作者：Takayuki Yamauchi、Fumitoshi Shibahara、Toshiaki Murai

  DOI：10.1021/jo5013493

  日期：2014.8.1

  C-H bond-selective arylation reaction of 4,5-dibromoimidazole with aryl iodides, catalyzed by the palladium-1,10-phenanthroline complex [Pd(phen)(2)](PF6)(2), has been developed. The process tolerates the presence of a variety of functional groups on the aryl halide substrates. The products formed in these reactions were transformed to a variety of polyfunctionalized imidazoles by taking advantage of selective reactions of remaining C-Br bonds.
• [EN] PURINONES AS UBIQUITIN-SPECIFIC PROTEASE 1 INHIBITORS<br/>[FR] PURINONES UTILISÉS COMME INHIBITEURS DE LA PROTÉASE SPÉCIFIQUE DE L'UBIQUITINE 1
  申请人：FORMA THERAPEUTICS INC

  公开号：WO2017087837A1

  公开（公告）日：2017-05-26

  The application relates to inhibitors of USP1 useful in the treatment of cancers, and other USP1 associated diseases and disorders, having the Formula: (I), where R1, R2, R3, R3', R4, R5, X1, X2, X3, X4, and n are described herein.

  该应用涉及对USP1的抑制剂，用于治疗癌症和其他与USP1相关的疾病和紊乱，其化学式为：(I)，其中R1、R2、R3、R3'、R4、R5、X1、X2、X3、X4和n如本文所述。