4-isobutyl-3-nitro quinoline | 1055720-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-isobutyl-3-nitro quinoline
• 英文别名: 4-(2-methylpropyl)-3-nitroquinoline
• CAS: 1055720-76-7
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: TXXCAJBAEQEWTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-isobutyl-3-nitro quinoline 在 钯 作用下， 以 甲苯 为溶剂， 生成 4-isobutyl-3-amino quinoline
  参考文献：
  名称：

  Preparation of 1H-imidazo [4,5-C] quinolin-4 amines via novel 1h-imidazo [4,5-C] quinolin-4-cyano and 1h-imidazo [4,5-C] quinolin-4-carboxamide intermediates

  摘要：

  本发明涉及一种合成1H-咪唑[4,5-c]喹啉4-氰和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体的过程，该中间体用于制备1H-咪唑[4,5-C]喹啉4-胺，一种使用这种中间体制备1H-咪唑[4,5-C]喹啉4-胺的方法；以及1H-咪唑[4,5-c]喹啉4-氰和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体。更具体地说，本发明涉及使用两种中间体1-异丁基-1H-咪唑[4,5-C]喹啉4-氰和1-异丁基-1H-咪唑[4,5-c]喹啉4-羧酰胺制备1-异丁基-1H-咪唑[4,5-C]喹啉4-胺（伊米希莫德）的过程，以及所述中间体。

  公开号：

  US20050101627A1
• 作为产物：
  描述：

  4-氯-3-硝基喹啉 、 异丁胺 在 三乙胺 作用下， 以 甲苯 为溶剂， 生成 4-isobutyl-3-nitro quinoline
  参考文献：
  名称：

  [EN] PREPARATION OF 1H-IMIDAZO[4,5-C]QUINOLIN-4-AMINES VIA1H-IMIDAZO [4,5-C]QUINOLIN-4-PHTHALIMIDE INTERMEDIATES
  [FR] PREPARATION DE 1H-IMIDAZO[4,5-C]QUINOLINE-AMINES PAR LE BIAIS D'INTERMEDIAIRES DE 1H-[4,5-C]QUINOLOINE-4-PHTALIMIDE

  摘要：

  该发明提供了在合成1H-咪唑(4,5-C)喹啉-4-胺类化合物中有用的1H-咪唑(4,5-C)喹啉-4-邻苯二酰亚胺中间体。该发明还提供了制备这些中间体的方法以及通过这些中间体制备1H-咪唑(4,5-C)喹啉-4-胺类化合物的方法。

  公开号：

  WO2004009593A1

文献信息

• [EN] PREPARATION OF 1H-IMIDAZO [4,5-C] QUINOLIN-4-AMINES VIA NOVEL 1H-IMIDAZO [4,5-C] QUINOLIN-4-CYANO AND 1H-IMIDAZO [4,5-C] QUINOLIN-4-CARBOXAMIDE INTERMEDIATES<br/>[FR] PREPARATION DE 1H-IMIDAZO[4,5-C] QUINOLIN-4-AMINES A L'AIDE DE NOUVEAUX INTERMEDIAIRES 1H-IMIDAZO[4,5-C] QUINOLINE-4-CYANO ET 1H-IMIDAZO[4,5-C] QUINOLINE-4-CARBOXAMIDE
  申请人：TEVA PHARMA

  公开号：WO2004011462A1

  公开（公告）日：2004-02-05

  The invention relates to a process for the synthesis of 1H-imidazo[4,5-c] quinoline 4-cyano and 1H-imidazo[4,5-c] quinoline 4- carboxamide intermediates useful in preparing 1H-imidazo[4,5-C] quinoline 4-amines, a process for preparing 1H-imidazo [4,5-C] quinoline 4-amines using such intermediates; and, to the 1H-imidazo[4,5-c] quinoline 4-cyano and 1H-imidazo[4,5-c] quinoline 4- carboxamide intermediates. More particularly, the invention relates to a process for the preparation of 1-isobutyl-1H-imidazo [4,5-C] quinoline 4-amine (Imiquimod) using two intermediates, 1-isobutyl-1H-imidazo[4,5-c]quinoline 4-cyano and 1-isobutyl-1H-imidazo[4,5-c]quinoline 4-carboxamide, and to the said intermediates.

  本发明涉及一种合成1H-咪唑[4,5-c]喹啉4-腈和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体的过程，该中间体可用于制备1H-咪唑[4,5-C]喹啉4-胺，以及使用这些中间体制备1H-咪唑[4,5-C]喹啉4-胺的过程；同时，本发明还涉及1H-咪唑[4,5-c]喹啉4-腈和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体。更具体地说，本发明涉及使用两种中间体，即1-异丁基-1H-咪唑[4,5-c]喹啉4-腈和1-异丁基-1H-咪唑[4,5-c]喹啉4-羧酰胺，制备1-异丁基-1H-咪唑[4,5-C]喹啉4-胺（Imiquimod）的过程，以及所述中间体。
• Preparation of 1H-imidazo [4,5-C] quinolin-4-amines via 1H-imidazo [4,5-C] quinolin-4-phthalimide intermediates
  申请人：——

  公开号：US20040138459A1

  公开（公告）日：2004-07-15

  The invention provides 1H-imidazo(4,5-C)quinolin-4-phthalimide intermediates useful in the synthesis of 1H-imidazo(4,5-C)quinoline-4-amines, particularly Imiquimod. The invention further provides a method for making the intermediates and a method for making 1H-imidazo(4,5-C)quinoline-4-amines via the intermediates.

  本发明提供了1H-咪唑（4,5-C）喹啉-4-邻苯二酰亚胺中间体，用于合成1H-咪唑（4,5-C）喹啉-4-胺，特别是Imiquimod。本发明还提供了制备中间体的方法和通过中间体制备1H-咪唑（4,5-C）喹啉-4-胺的方法。
• Preparation of 1H-imidazo [4,5-c] quinolin-4-amines via novel 1H-imidazo [4,5-c] quinolin-4-cyano and 1H-imidazo [4,5-c] quinolin-4-carboxamide intermediates
  申请人：Merli Valeriano

  公开号：US20050119294A1

  公开（公告）日：2005-06-02

  The invention relates to a process for the synthesis of 1H-imidazo[4,5-c]quinoline 4-cyano and 1H-imidazo[4,5-c]quinoline 4-carboxamide intermediates useful in preparing 1H-imidazo[4,5-C]quinoline 4-amines, a process for preparing 1H-imidazo[4,5-C]quinoline 4-amines using such intermediates; and, to the 1H-imidazo[4,5-c]quinoline 4-cyano and 1H-imidazo[4,5-c]quinoline 4-carboxamide intermediates. More particularly, the invention relates to a process for the preparation of 1-isobutyl-1H-imidazo[4,5-C]quinoline 4-amine (Imiquimod) using two intermediates, 1-isobutyl-1H-imidazo[4,5-c]quinoline 4-cyano and 1-isobutyl-1H-imidazo[4,5-c]quinoline 4-carboxamide, and to the said intermediates.

  本发明涉及一种合成1H-咪唑[4,5-c]喹啉4-腈和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体的方法，该中间体可用于制备1H-咪唑[4,5-C]喹啉4-胺，以及使用此类中间体制备1H-咪唑[4,5-C]喹啉4-胺的方法；同时还涉及到1H-咪唑[4,5-c]喹啉4-腈和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体。更具体地说，本发明涉及使用两种中间体1-异丁基-1H-咪唑[4,5-C]喹啉4-腈和1-异丁基-1H-咪唑[4,5-c]喹啉4-羧酰胺制备1-异丁基-1H-咪唑[4,5-C]喹啉4-胺（伊米曲莫德）的方法，以及涉及到这些中间体。
• Preparation of 1H-imidazo [4,5-C] quinolin-4-amines via novel 1H-imidazo [4,5-c] quinolin-4-cyano and 1H-imidazo [4,5-c] quinolin-4-carboxamide intermediates
  申请人：——

  公开号：US20040063743A1

  公开（公告）日：2004-04-01

  The invention relates to a process for the synthesis of 1H-imidazo[4,5-c] quinoline 4-cyano and 1H-imidazo[4,5-c] quinoline 4-carboxamide intermediates useful in preparing 1H-imidazo[4,5-C] quinoline 4-amines, a process for preparing 1H-imidazo[4,5-C] quinoline 4-amines using such intermediates; and, to the 1H-imidazo[4,5-c] quinoline 4-cyano and 1H-imidazo[4,5-c] quinoline 4-carboxamide intermediates. More particularly, the invention relates to a process for the preparation of 1-isobutyl-1H-imidazo[4,5-C] quinoline 4-amine (Imiquimod) using two intermediates, 1-isobutyl-1H-imidazo[4,5-c] quinoline 4-cyano and 1-isobutyl-1H-imidazo[4,5-c] quinoline 4-carboxamide, and to the said intermediates.

  本发明涉及一种合成1H-咪唑[4,5-c]喹啉4-腈和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体的方法，该中间体在制备1H-咪唑[4,5-C]喹啉4-胺时有用；以及使用这种中间体制备1H-咪唑[4,5-C]喹啉4-胺的方法；以及1H-咪唑[4,5-c]喹啉4-腈和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体。更具体地，本发明涉及使用两种中间体1-异丁基-1H-咪唑[4,5-C]喹啉4-腈和1-异丁基-1H-咪唑[4,5-c]喹啉4-羧酰胺制备1-异丁基-1H-咪唑[4,5-C]喹啉4-胺（Imiquimod）的方法，以及这些中间体。
• Preparation of 1H-imidazo[4,5-C] quinolin 4-amines via novel 1H-imidazo[4,5-c] quinolin 4-cyano and 1H-imidazo[4,5-c] quinolin 4-carboxamide intermediates
  申请人：TEVA Gyógyszergyár Zártkörűen Működő Részvénytársaság

  公开号：US07166721B2

  公开（公告）日：2007-01-23

  The invention relates to a process for the synthesis of 1H-imidazo[4,5-c] quinoline 4-cyano and 1H-imidazo[4,5-c]quinoline 4-carboxamide intermediates useful in preparing 1H-imidazo[4,5-C] quinoline 4-amines, a process for preparing 1H-imidazo[4,5-C] quinoline 4-amines using such intermediates; and, to the 1H-imidazo[4,5-c] quinoline 4-cyano and 1H-imidazo[4,5-c] quinoline 4-carboxamide intermediates. More particularly, the invention relates to a process for the preparation of 1-isobutyl-1H-imidazo[4,5-C] quinoline 4-amine (Imiquimod) using two intermediates, 1-isobutyl-1H-imidazo[4,5-c] quinoline 4-cyano and 1-isobutyl-1H-imidazo[4,5-c] quinoline 4-carboxamide, and to the said intermediates.

  本发明涉及一种合成1H-咪唑[4,5-c]喹啉4-氰和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体的过程，该中间体可用于制备1H-咪唑[4,5-C]喹啉4-胺，以及使用这种中间体制备1H-咪唑[4,5-C]喹啉4-胺的过程；以及1H-咪唑[4,5-c]喹啉4-氰和1H-咪唑[4,5-c]喹啉4-羧酰胺中间体。更具体地，本发明涉及使用两种中间体，1-异丁基-1H-咪唑[4,5-C]喹啉4-氰和1-异丁基-1H-咪唑[4,5-c]喹啉4-羧酰胺的过程制备1-异丁基-1H-咪唑[4,5-C]喹啉4-胺（Imiquimod），以及所述中间体。