2-fluoro-3-(difluoromethoxy)pyridine | 1214377-44-2

• 物质功能分类: 有机原料 - 有机氟化合物
• 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: 2-fluoro-3-(difluoromethoxy)pyridine
• 英文别名: 3-(difluoromethoxy)-2-fluoropyridine；3-(Difluoromethoxy)-2-fluoropyridine
• CAS: 1214377-44-2
• 化学式: C₆H₄F₃NO
• 分子量: 163.099
• InChiKey: OQYGGZDBOLILOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2933399090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P310,P330,P361,P403+P233,P405,P501
• 危险品运输编号：
  2810
• 危险性描述：
  H301,H311,H331
• 储存条件：
  2-8°C

制备方法与用途

化学性质

3-(二氟甲氧基)-2-氟吡啶在合成各种吡啶衍生物方面具有重要意义。它可以通过一种合成多取代 3-H、3-F 和 3-三氟甲基吡啶的路线参与反应，该方法涉及阴离子活化氟烷基的 C-F 键断裂，在无金属条件下可产生高质量的产品，从而提高吡啶的合成效率。

反应信息

• 作为反应物：
  描述：

  2-fluoro-3-(difluoromethoxy)pyridine 在 盐酸 、 caesium carbonate 、 lithium chloride 、 lithium hydroxide 作用下， 以 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 27.0h， 生成 2-[3-(difluoromethoxy)pyridin-2-yl]acetic acid
  参考文献：
  名称：

  WO2020052631A5

  摘要：

  公开号：

  WO2020052631A5
• 作为产物：
  描述：

  三氟甲烷 、 2-氟-3-羟基吡啶 在 potassium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 3.5h， 以54%的产率得到2-fluoro-3-(difluoromethoxy)pyridine
  参考文献：
  名称：

  Use of fluoroform as a source of difluorocarbene in the synthesis of N -CF 2 H heterocycles and difluoromethoxypyridines

  摘要：

  Fluoroform is used as a source of difluorocarbene to convert various N-, O-, and C-nucleophiles to their difluoromethylated derivatives. Imidazole, benzimidazole, benztriazole, hydroxypyridines, and their derivatives underwent reaction at moderate temperatures and atmospheric pressure, using potassium hydroxide as base in a two-phase (water/acetonitrile) process to provide moderate to good yields of the respective products. Nitrophenols required addition of a co-solvent (methanol) to obtain good yields of products. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.08.015

文献信息

• Triazolo-pyrimidine compounds and uses thereof
  申请人：Dizal (Jiangsu) Pharmaceutical Co., Ltd.

  公开号：US10858365B2

  公开（公告）日：2020-12-08

  The present disclosure relates to novel triazolo-pyrimidine compounds targeting adenosine receptors (especially A1 and A2, particularly A2a). The present disclosure also relates to pharmaceutical compositions comprising one or more of the compounds as an active ingredient, and use of the compounds in the treatment of adenosine receptor (AR) associated diseases, for example cancer such as NSCLC, RCC, prostate cancer, and breast cancer.

  本公开涉及靶向腺苷受体（尤其是A1和A2，特别是A2a）的新型三唑并嘧啶化合物。本公开还涉及包含一种或多种化合物作为活性成分的药物组合物，以及这些化合物在治疗腺苷受体（AR）相关疾病中的用途，例如癌症，如NSCLC、RCC、前列腺癌和乳腺癌。
• TRIAZOLO-PYRIMIDINE COMPOUNDS AND USES THEREOF
  申请人：DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD

  公开号：EP3849983A1

  公开（公告）日：2021-07-21
• [EN] TRIAZOLO-PYRIMIDINE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE TRIAZOLO-PYRIMIDINE ET LEURS UTILISATIONS
  申请人：DIZAL JIANGSU PHARMACEUTICAL CO LTD

  公开号：WO2020052631A1

  公开（公告）日：2020-03-19

  The present disclosure relates to novel triazolo-pyrimidine compounds targeting adenosine receptors (especially A1 and A2, particularly A2a). The present disclosure also relates to pharmaceutical compositions comprising one or more of the compounds as an active ingredient, and use of the compounds in the treatment of adenosine receptor (AR) associated diseases, for example cancer such as NSCLC, RCC, prostate cancer, and breast cancer.
• Use of fluoroform as a source of difluorocarbene in the synthesis of N -CF 2 H heterocycles and difluoromethoxypyridines
  作者：Charles S. Thomoson、Linhua Wang、William R. Dolbier

  DOI：10.1016/j.jfluchem.2014.08.015

  日期：2014.12

  Fluoroform is used as a source of difluorocarbene to convert various N-, O-, and C-nucleophiles to their difluoromethylated derivatives. Imidazole, benzimidazole, benztriazole, hydroxypyridines, and their derivatives underwent reaction at moderate temperatures and atmospheric pressure, using potassium hydroxide as base in a two-phase (water/acetonitrile) process to provide moderate to good yields of the respective products. Nitrophenols required addition of a co-solvent (methanol) to obtain good yields of products. (C) 2014 Elsevier B.V. All rights reserved.
• WO2020052631A5
  申请人：——

  公开号：WO2020052631A5

  公开（公告）日：2022-09-05