N-(3-amino-2-methylphenyl)-4-(cyclopropylmethoxy)benzamide | 1189119-64-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-amino-2-methylphenyl)-4-(cyclopropylmethoxy)benzamide
• CAS: 1189119-64-9
• 化学式: C₁₈H₂₀N₂O₂
• 分子量: 296.369
• InChiKey: XXBZSCIKFFEFGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-amino-2-methylphenyl)-4-(cyclopropylmethoxy)benzamide 在 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 66.5h， 生成 4-(环丙基甲氧基)-N-(3-甲酰基-8-甲基喹啉-7-基)苯甲酰胺
  参考文献：
  名称：

  Synthesis of a stable triformylmethane synthon and its scalable application to 7-acylamino-3-formylquinoline syntheses

  摘要：

  Novel 2-iminiomethylvinamidinium trihalides were isolated as stable crystals and found to be useful triformylmethane synthons with non-deliquescent nature in air. They were easier to manufacture, handle, and store than the known 2-iminiomethylvinamidinium dichloride. By virtue of in situ aminal protection, a combination of the vinamidinium salt with a secondary amine achieved an efficient and scalable synthesis of 7-acylamino-3-formylquinoline, a versatile synthetic intermediate for potent anti-obesity drugs 7-acylamino-3-aminomethy1-8-methylquinolines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.040
• 作为产物：
  描述：

  过氧化氢酶 在 氯化亚砜 、 sodium ethanolate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 8.5h， 生成 N-(3-amino-2-methylphenyl)-4-(cyclopropylmethoxy)benzamide
  参考文献：
  名称：

  Synthesis of a stable triformylmethane synthon and its scalable application to 7-acylamino-3-formylquinoline syntheses

  摘要：

  Novel 2-iminiomethylvinamidinium trihalides were isolated as stable crystals and found to be useful triformylmethane synthons with non-deliquescent nature in air. They were easier to manufacture, handle, and store than the known 2-iminiomethylvinamidinium dichloride. By virtue of in situ aminal protection, a combination of the vinamidinium salt with a secondary amine achieved an efficient and scalable synthesis of 7-acylamino-3-formylquinoline, a versatile synthetic intermediate for potent anti-obesity drugs 7-acylamino-3-aminomethy1-8-methylquinolines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.040

文献信息

• STABLE VINAMIDINIUM SALT AND NITROGEN-CONTAINING HETEROCYCLIC RING SYNTHESIS USING THE SAME
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2258676B1

  公开（公告）日：2016-02-17
• US8373007B2
  申请人：——

  公开号：US8373007B2

  公开（公告）日：2013-02-12
• Synthesis of a stable triformylmethane synthon and its scalable application to 7-acylamino-3-formylquinoline syntheses
  作者：Yasuhiro Sawai、Masahiro Mizuno、Tatsuya Ito、Mitsuhisa Yamano

  DOI：10.1016/j.tet.2014.02.040

  日期：2014.4

  Novel 2-iminiomethylvinamidinium trihalides were isolated as stable crystals and found to be useful triformylmethane synthons with non-deliquescent nature in air. They were easier to manufacture, handle, and store than the known 2-iminiomethylvinamidinium dichloride. By virtue of in situ aminal protection, a combination of the vinamidinium salt with a secondary amine achieved an efficient and scalable synthesis of 7-acylamino-3-formylquinoline, a versatile synthetic intermediate for potent anti-obesity drugs 7-acylamino-3-aminomethy1-8-methylquinolines. (C) 2014 Elsevier Ltd. All rights reserved.