3,3-difluoro-2-hydroxypropanamide | 1610538-05-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 3,3-difluoro-2-hydroxypropanamide
• 英文别名: 3,3-difluoro-2-hydroxypropionic amide；3,3-difluorolactamide；3,3-difluorolactic acid amide；3,3-Difluoro-2-hydroxypropanamide
• CAS: 1610538-05-0
• 化学式: C₃H₅F₂NO₂
• 分子量: 125.075
• InChiKey: VLLNJCTXRFSOJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3-difluoro-2-hydroxypropanamide 在 硫酸 作用下， 以 水 为溶剂， 反应 20.0h， 以81%的产率得到3,3-difluorolactic acid
  参考文献：
  名称：

  Practical Processes for Producing Fluorinated alpha-Ketocarboxylic Esters and Analogues Thereof

  摘要：

  可以通过将含氟的α-羟基羧酸酯与质量百分比为21%或更高的次氯酸钠或次氯酸钙反应来制备含氟的α-酮羧酸酯水合物。此外，可以通过将水合物与脱水剂反应来制备含氟的α-酮羧酸酯。此外，可以通过将含氟的α-酮羧酸酯水合物与低碳醇或三烷基正羧酸酯反应来制备含氟的α-酮羧酸酯半缩酮。此外，可以通过将半缩酮与脱醇剂反应来制备含氟的α-酮羧酸酯。

  公开号：

  US20180050976A1
• 作为产物：
  描述：

  methyl 3,3-difluorolactate 在 氨 作用下， 以 melt 为溶剂， 反应 2.0h， 以79%的产率得到3,3-difluoro-2-hydroxypropanamide
  参考文献：
  名称：

  Practical Method for Manufacturing 3,3-Difluoro-2-Hydroxypropionic Acid

  摘要：

  揭示了一种用于生产3,3-二氟-2-羟基丙酸的实用方法，该方法作为药用和农药中间体具有重要意义。该方法包括通过将4,4-二氟-3-氧代丁酸酯与氯（Cl2）反应形成4,4-二氟-2,2-二氯-3-氧代丁酸酯，通过将氯化产物与酸反应形成3,3-二氟-1,1-二氯-2-丙酮，然后将降解产物与碱性水溶液反应。

  公开号：

  US20180037533A1

文献信息

• [EN] SECONDARY ALCOHOL SUBSITUTED TRIAZOLES AS PDE10 INHIBITORS<br/>[FR] TRIAZOLES SUBSTITUÉS PAR UN ALCOOL SECONDAIRE EN TANT QU'INHIBITEURS DE PDE10
  申请人：MERCK SHARP & DOHME

  公开号：WO2014078220A1

  公开（公告）日：2014-05-22

  The present invention is directed to secondary alcohol substituted triazole compounds which are useful as therapeutic agents for the treatment of central nervous system disorders associated with phosphodiesterase 10 (PDE10). The present invention also relates to the use of such compounds for treating neurological and psychiatric disorders, such as schizophrenia, psychosis or Huntington's disease, and those associated with striatal hypofunction or basal ganglia dysfunction.

  本发明涉及对二级醇取代的三唑化合物，其可用作治疗与磷酸二酯酶10（PDE10）相关的中枢神经系统疾病的治疗剂。本发明还涉及利用这些化合物治疗神经学和精神疾病，如精神分裂症、精神病或亨廷顿病，以及与纹状体功能不足或基底神经节功能失调相关的疾病。
• Method for Producing Fluorine-Containing Cyclopropane Carboxylic Acid Compound
  申请人：CENTRAL GLASS COMPANY, LIMITED

  公开号：US20180186763A1

  公开（公告）日：2018-07-05

  The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing dial compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step). The fluorine-containing cyclopropane carboxylic acid compound, such as fluorine-containing cyclopropane monoester or its salt, can be obtained with high chemical and optical purity by mixing the fluorine-containing cyclopropane monoester with an amine and subjecting the resulting salt of the fluorine-containing cyclopropane monoester and amine to recrystallization purification.

  本发明提供了一种工业上可应用的生产含氟环丙烷羧酸化合物的方法，该化合物可用作制药和农药产品的中间体。通过以下步骤获得含氟环丙烷单酯：使用含氟二醇化合物和氟磺酰氟形成含氟环状硫酸酯（作为环状硫酸酯化步骤）；将含氟环状硫酸酯与丙二酸二酯反应，从而形成含氟环丙烷二酯（作为环丙烷化步骤）；并水解含氟环丙烷二酯（作为水解步骤）。通过将含氟环丙烷单酯与胺混合并将所得的含氟环丙烷单酯和胺的盐进行重结晶纯化，可以获得高化学和光学纯度的含氟环丙烷羧酸化合物，例如含氟环丙烷单酯或其盐。
• SECONDARY ALCOHOL SUBSTITUTED TRIAZOLES AS PDE10 INHIBITORS
  申请人：MERCK SHARP & DOHME CORP.

  公开号：US20150284368A1

  公开（公告）日：2015-10-08

  The present invention is directed to secondary alcohol substituted triazole compounds which are useful as therapeutic agents for the treatment of central nervous system disorders associated with phosphodiesterase 10 (PDE10). The present invention also relates to the use of such compounds for treating neurological and psychiatric disorders, such as schizophrenia, psychosis or Huntington's disease, and those associated with striatal hypofunction or basal ganglia dysfunction.

  本发明涉及二级醇取代的三唑化合物，可用作治疗与磷酸二酯酶10（PDE10）相关的中枢神经系统疾病的治疗剂。本发明还涉及使用这些化合物治疗神经和精神障碍，如精神分裂症、精神病或亨廷顿病，以及与纹状体功能不足或基底节功能障碍相关的疾病。
• Secondary alcohol substituted triazoles as PDE10 inhibitors
  申请人：Merck Sharp & Dohme Corp.

  公开号：US09428492B2

  公开（公告）日：2016-08-30

  The present invention is directed to secondary alcohol substituted triazole compounds which are useful as therapeutic agents for the treatment of central nervous system disorders associated with phosphodiesterase 10 (PDE10). The present invention also relates to the use of such compounds for treating neurological and psychiatric disorders, such as schizophrenia, psychosis or Huntington's disease, and those associated with striatal hypofunction or basal ganglia dysfunction.

  本发明涉及次级醇取代的三唑化合物，其可用作治疗与磷酸二酯酶10（PDE10）相关的中枢神经系统疾病的治疗剂。本发明还涉及使用这些化合物治疗神经和精神障碍，如精神分裂症、精神病或亨廷顿病，以及与纹状体功能不足或基底节功能障碍相关的疾病。
• Practical Processes for Producing Fluorinated alpha-Ketocarboxylic Esters and Analogues Thereof
  申请人：Central Glass Company, Limited

  公开号：US20180050976A1

  公开（公告）日：2018-02-22

  It is possible to produce a fluorine-containing α-ketocarboxylic ester hydrate by reacting a fluorine-containing α-hydroxycarboxylic ester with sodium hypochlorite or calcium hypochlorite of 21 mass % or greater in mass percentage of composition. Furthermore, it is possible to produce a fluorine-containing α-ketocarboxylic ester by reacting the hydrate with a dehydrating agent. Furthermore, it is possible to produce a fluorine-containing α-ketocarboxylic ester hemiketal by reacting the fluorine-containing α-ketocarboxylic ester hydrate with a lower alcohol or a trialkyl orthocarboxylate. Moreover, it is possible to produce a fluorine-containing α-ketocarboxylic ester by reacting the hemiketal with a dealcoholization agent.

  可以通过将含氟的α-羟基羧酸酯与质量百分比为21%或更高的次氯酸钠或次氯酸钙反应来制备含氟的α-酮羧酸酯水合物。此外，可以通过将水合物与脱水剂反应来制备含氟的α-酮羧酸酯。此外，可以通过将含氟的α-酮羧酸酯水合物与低碳醇或三烷基正羧酸酯反应来制备含氟的α-酮羧酸酯半缩酮。此外，可以通过将半缩酮与脱醇剂反应来制备含氟的α-酮羧酸酯。