1-(3,3-difluoro-4-hydroxypiperidin-1-yl)-2,2,2-trifluoroethanone | 1206540-61-5

• 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-(3,3-difluoro-4-hydroxypiperidin-1-yl)-2,2,2-trifluoroethanone
• 英文别名: 3,3-difluoro-4-hydroxy-1-(trifluoroacetyl)piperidine；1-(3,3-Difluoro-4-hydroxypiperidin-1-yl)-2,2,2-trifluoroethan-1-one
• CAS: 1206540-61-5
• 化学式: C₇H₈F₅NO₂
• 分子量: 233.138
• InChiKey: CJZKRTILVHXWOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(3,3-difluoro-4-hydroxypiperidin-1-yl)-2,2,2-trifluoroethanone 在 palladium 10% on activated carbon 、 水 、 氢气 、 sodium hydride 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 、 乙腈 、 mineral oil 为溶剂， 20.0~70.0 ℃ 、101.33 kPa 条件下， 反应 6.75h， 生成 6-[(1-ethyl-3,3-difluoropiperidin-4-yl)oxy]pyridin-3-amine
  参考文献：
  名称：

  [EN] AMINO-SUBSTITUTED ISOTHIAZOLES
  [FR] ISOTHIAZOLES AMINO-SUBSTITUÉS

  摘要：

  本发明涉及一般式（I）的氨基取代异噻唑化合物，其中A、R1和R2如权利要求中定义的，以及制备所述化合物的方法，用于制备所述化合物的有用中间体化合物，包含所述化合物的药物组合物和配方，以及利用所述化合物制造用于治疗或预防疾病，特别是肿瘤的药物组合物的用途，作为单一药剂或与其他活性成分联合使用。

  公开号：

  WO2015113920A1
• 作为产物：
  描述：

  4-benzyloxy-3,3-difluoro-1-(trifluoroacetyl)piperidine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、340.01 kPa 条件下， 以90%的产率得到1-(3,3-difluoro-4-hydroxypiperidin-1-yl)-2,2,2-trifluoroethanone
  参考文献：
  名称：

  Synthesis of 4-Substituted 3,3-Difluoropiperidines

  摘要：

  Synthetic strategies toward 4-substituted 3,3-difluoropiperidines were evaluated. 4-Alkoxymethyl- and 4-aryloxymethyl-3,3-difluoropiperidines were synthesized via 1,4-addition of ethyl bromodifluoroacetate to 3-substituted acrylonitriles in the presence of copper powder, followed by borane reduction of the cyano substituent, lactamization, and reduction of the lactam. This method was applied to establish the synthesis of N-protected 3,3-difluoroisonipecotic acid, a fluorinated gamma-amino, acid. 4-Benzyloxy-3,3-difluoropiperidine was prepared using an analogous methodology and was converted to N-protected 3,3-difluoro-4,4-dihydroxypiperidine, a compound with high potential as a building block in medicinal chemistry.

  DOI：

  10.1021/jo902164z

文献信息

• Amino-substituted isothiazoles
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：EP2980088A1

  公开（公告）日：2016-02-03

  The present invention relates to amino-substituted isothiazoles of general formula (I) : in which A, R1 and R2 are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of neoplasms, as a sole agent or in combination with other active ingredients.

  本发明涉及通式(I)的氨基取代的异噻唑： 其中 A、R1 和 R2 如权利要求中定义；本发明涉及制备所述化合物的方法；本发明涉及用于制备所述化合物的中间化合物；本发明涉及包含所述化合物的药物组合物和组合物；本发明还涉及使用所述化合物制造治疗或预防疾病（特别是肿瘤）的药物组合物，作为一种单独制剂或与其他活性成分组合使用。
• AMINO-SUBSTITUTED ISOTHIAZOLES
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：EP3099682A1

  公开（公告）日：2016-12-07
• Synthesis of 4-Substituted 3,3-Difluoropiperidines
  作者：Riccardo Surmont、Guido Verniest、Jan Willem Thuring、Gregor Macdonald、Frederik Deroose、Norbert De Kimpe

  DOI：10.1021/jo902164z

  日期：2010.2.5

  Synthetic strategies toward 4-substituted 3,3-difluoropiperidines were evaluated. 4-Alkoxymethyl- and 4-aryloxymethyl-3,3-difluoropiperidines were synthesized via 1,4-addition of ethyl bromodifluoroacetate to 3-substituted acrylonitriles in the presence of copper powder, followed by borane reduction of the cyano substituent, lactamization, and reduction of the lactam. This method was applied to establish the synthesis of N-protected 3,3-difluoroisonipecotic acid, a fluorinated gamma-amino, acid. 4-Benzyloxy-3,3-difluoropiperidine was prepared using an analogous methodology and was converted to N-protected 3,3-difluoro-4,4-dihydroxypiperidine, a compound with high potential as a building block in medicinal chemistry.
• [EN] AMINO-SUBSTITUTED ISOTHIAZOLES<br/>[FR] ISOTHIAZOLES AMINO-SUBSTITUÉS
  申请人：BAYER PHARMA AG

  公开号：WO2015113920A1

  公开（公告）日：2015-08-06

  The present invention relates to amino-substituted isothiazoles of general formula (I) : in which A, R1 and R2 are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of neoplasms, as a sole agent or in combination with other active ingredients.

  本发明涉及一般式（I）的氨基取代异噻唑化合物，其中A、R1和R2如权利要求中定义的，以及制备所述化合物的方法，用于制备所述化合物的有用中间体化合物，包含所述化合物的药物组合物和配方，以及利用所述化合物制造用于治疗或预防疾病，特别是肿瘤的药物组合物的用途，作为单一药剂或与其他活性成分联合使用。