Ethyl Difluoro(6-methylpyridin-2-yl)acetate | 503627-69-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Ethyl Difluoro(6-methylpyridin-2-yl)acetate
• 英文别名: ethyl 2,2-difluoro-2-(6-methylpyridin-2-yl)acetate
• CAS: 503627-69-8
• 化学式: C₁₀H₁₁F₂NO₂
• 分子量: 215.2
• InChiKey: PQERDYNTMXQQCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl Difluoro(6-methylpyridin-2-yl)acetate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以100%的产率得到2,2-difluoro-2-(6-methyl-pyridin-2-yl)-ethanol
  参考文献：
  名称：

  Orally efficacious thrombin inhibitors with cyanofluorophenylacetamide as the P2 motif

  摘要：

  2-Cyano-6-fluorophenylacetamide was explored as a novel P2 scaffold in the design of thrombin inhibitors. Optimization around this structural motif culminated in 14, which is a potent thrombin inhibitor (K-i = 1.2 nM) that exhibits robust efficacy in canine anticoagulation and thrombosis models upon oral administration. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.087
• 作为产物：
  描述：

  2-溴-6-甲基吡啶 、 二氟溴乙酸乙酯 在 copper bronze 作用下， 以 二甲基亚砜 为溶剂， 反应 72.0h， 生成 Ethyl Difluoro(6-methylpyridin-2-yl)acetate
  参考文献：
  名称：

  Orally efficacious thrombin inhibitors with cyanofluorophenylacetamide as the P2 motif

  摘要：

  2-Cyano-6-fluorophenylacetamide was explored as a novel P2 scaffold in the design of thrombin inhibitors. Optimization around this structural motif culminated in 14, which is a potent thrombin inhibitor (K-i = 1.2 nM) that exhibits robust efficacy in canine anticoagulation and thrombosis models upon oral administration. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.087

文献信息

• Copper-mediated reaction of 2-halopyridines with ethyl bromodifluoroacetate
  作者：Michael S. Ashwood、Ian F. Cottrell、Cameron J. Cowden、Debra J. Wallace、Antony J. Davies、Derek J. Kennedy、Ulf H. Dolling

  DOI：10.1016/s0040-4039(02)02276-1

  日期：2002.12

  A facile process for the preparation of substituted ethyl 2'-pyridyldifluoroacetates 3 is described starting from readily available ethyl bromodifluoroacetate 2 and substituted 2-bromo or 2-chloropyridines 1. This process features a copper-mediated cross-coupling reaction in DMSO and is the first to utilise pyridylbromides or chlorides with ethyl bromodifluoroacetate 2 in this reaction. (C) 2002 Published by Elsevier Science Ltd.