1-(3-trifluoromethoxyphenyl)-piperidine-4-carboxylic acid ethyl ester | 847408-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(3-trifluoromethoxyphenyl)-piperidine-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-[3-(trifluoromethoxy)phenyl]piperidine-4-carboxylate
• CAS: 847408-41-7
• 化学式: C₁₅H₁₈F₃NO₃
• 分子量: 317.308
• InChiKey: UYNJLVITEMEWNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  7

文献信息

• [EN] ZALEPLON SYNTHESIS<br/>[FR] SYNTHESE DU ZALEPLON
  申请人：CIPLA LTD

  公开号：WO2005023813A1

  公开（公告）日：2005-03-17

  A process for making zaleplon comprises i. alkylating 3-[3-(dimethylamino)-l-oxo-2-propenyl]-phenyl]-acetamide with ethyl iodide in the presence of an alkali metal hydroxide or alkoxide in an aprotic solvent to give N-ethyl-[3-[3-(dimethylamino)-1-oxo-2-propenyl]-phenyl]-acetamide; ii.condensing N-ethyl-[3-[3-(dimethylamino)-1-oxo-2-propenyl]-phenyl]-acetamide and 3-amino-4-cyanopyrazole; iii. isolating zaleplon from the reaction. Preferably, the condensing is done in the presence of (a) a water immiscible organic acid; (b) a cation exchange resin; or (c) a water miscible organic acid in water or in a C-1 to C-4 alcohol or in a mixture of water and a C-1 to C-4 alcohol.

  一种制备扎来普隆的方法，包括：i.在无极性溶剂中，在碱金属氢氧化物或碱金属醇盐的存在下，用乙基碘烷基化3-[3-(二甲氨基)-1-氧代-2-丙烯基]-苯乙酰胺，得到N-乙基-[3-[3-(二甲氨基)-1-氧代-2-丙烯基]-苯乙酰胺]；ii.将N-乙基-[3-[3-(二甲氨基)-1-氧代-2-丙烯基]-苯乙酰胺]和3-氨基-4-氰基吡唑缩合；iii.从反应中分离扎来普隆。最好在以下条件下进行缩合：(a)水不相溶的有机酸；(b)阳离子交换树脂；或(c)水溶性有机酸在水中或在C-1至C-4醇中或在水和C-1至C-4醇的混合物中。
• [EN] ARYL PIPERIDINE DERIVATIVES AS VLA-1 INTEGRIN ANTAGONISTS AND USES THEREOF<br/>[FR] DERIVES D'ARYLPIPERIDINE UTILISES EN TANT QU'ANTAGONISTES D'INTEGRINE VLA-1 ET UTILISATIONS DE CEUX-CI
  申请人：ICOS CORP

  公开号：WO2005019200A2

  公开（公告）日：2005-03-03

  Aryl piperidine that are VLA-1 integrin antagonists are disclosed. Also disclosed are compositions containing such compounds and methods of using such compounds in treating diseases mediated, at least in part, by the VLA-I integrin.