3-溴-2,6-二氟吡啶 | 80392-79-6

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 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
• 中文名称: 3-溴-2,6-二氟吡啶
• 中文别名: 3-溴-2,5-二氟吡啶
• 英文名称: 3-bromo-2,6-difluoropyridine
• CAS: 80392-79-6
• 化学式: C₅H₂BrF₂N
• 分子量: 193.978
• InChiKey: GLWVPTDEVHPILQ-UHFFFAOYSA-N

物化性质

• 沸点：
  180.9±35.0 °C(Predicted)
• 密度：
  1.808±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-2,6-difluoropyridine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Bromo-2,6-difluoropyridine
CAS number: 80392-79-6

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C5H2BrF2N
Molecular weight: 194.0

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen fluoride, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-溴-2,6-二氟吡啶 在 caesium carbonate 、 苯甲醇 作用下， 以 Petroleum ether 为溶剂， 以78%的产率得到2,6-双(苄氧基)-3-溴吡啶
  参考文献：
  名称：

  CEREBLON BINDING COMPOUNDS, COMPOSITIONS THEREOF, AND METHODS OF TREATMENT THEREWITH

  摘要：

  本文提供了具有以下结构的哌啶二酮化合物：其中R1、R2、R3、R4、L、V、X、a和m的定义如本文所述，包含有效量哌啶二酮化合物的组合物，以及治疗或预防雄激素受体介导疾病的方法。

  公开号：

  US20210403453A1
• 作为产物：
  描述：

  2,6-二氟吡啶 在 1,1,2,2-四氟-1,2-二溴乙烷 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以72%的产率得到3-溴-2,6-二氟吡啶
  参考文献：
  名称：

  2,6-二氟吡啶通过有机金属中间体的结构增殖

  摘要：

  与文献声称相反，2,6-二氟吡啶-3-甲醛可以很容易地制备。通过用二异丙基氨基锂和 N,N-二甲基甲酰胺连续处理 2,6-二氟吡啶。进行了亲核试剂从醛中区域选择性置换氟。为了证明有机金属方法的多功能性，大约有两打另外的 2,6-二氟吡啶衍生物。准备好了。应用现代有机金属方法的组合，例如位点选择性氢/金属和卤素/金属置换以及去质子化触发的重卤素迁移。[在 SciFinder (R) 上]

  DOI：

  10.1002/ejoc.200300649

文献信息

• [EN] INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION<br/>[FR] INHIBITEURS DE LA RÉPLICATION DU VIRUS DE L'IMMUNODÉFICIENCE HUMAINE
  申请人：VIIV HEALTHCARE UK NO 5 LTD

  公开号：WO2021064677A1

  公开（公告）日：2021-04-08

  Compounds of Formula I, including pharmaceutically acceptable salts thereof, and compositions and methods for treating human immunodeficiency virus (HIV) infection are set forth: Formula I.

  公式I的化合物，包括其药用可接受的盐，以及用于治疗人类免疫缺陷病毒（HIV）感染的组合物和方法如下：公式I。
• [EN] SUBSTITUTED 6-AZABENZIMIDAZOLE COMPOUNDS HAVING HPK1 INHIBITORY ACTIVITY<br/>[FR] COMPOSÉS 6-AZABENZIMIDAZOLE SUBSTITUÉS AYANT UNE ACTIVITÉ INHIBITRICE DE HPK1
  申请人：GILEAD SCIENCES INC

  公开号：WO2020092528A1

  公开（公告）日：2020-05-07

  The present disclosure relates generally to certain 6-azabenzimidazole compounds, pharmaceutical compositions comprising said compounds, and methods of making and using said compounds and pharmaceutical compositions. The compounds and compositions disclosed herein may be used for the treatment or prevention of diseases, disorders, or infections modifiable by hematopoietic progenitor kinase 1 (HPK1) inhibitors, such as HBV, HIV, cancer, and/or a hyper-proliferative disease.

  本公开涉及某些6-氮杂苯并咪唑化合物，包括该化合物的药物组合物，以及制备和使用该化合物和药物组合物的方法。本文披露的化合物和组合物可用于治疗或预防可通过造血祖细胞激酶1（HPK1）抑制剂改变的疾病、紊乱或感染，如乙型肝炎病毒（HBV）、人类免疫缺陷病毒（HIV）、癌症和/或过度增殖性疾病。
• Practical application of 3-substituted-2,6-difluoropyridines in drug discovery: Facile synthesis of novel protein kinase C theta inhibitors
  作者：Taisuke Katoh、Yoshihide Tomata、Masaki Setoh、Satoshi Sasaki、Takafumi Takai、Yayoi Yoshitomi、Tomoya Yukawa、Hideyuki Nakagawa、Shoji Fukumoto、Tetsuya Tsukamoto、Yoshihisa Nakada

  DOI：10.1016/j.bmcl.2017.03.099

  日期：2017.6

  We previously reported a facile preparation method of 3-substituted-2,6-difluoropyridines, which were easily converted to 2,3,6-trisubstituted pyridines by nucleophilic aromatic substitution with good regioselectivity and yield. In this study, we demonstrate the synthetic utility of 3-substituted-2,6-difluoropyridines in drug discovery via their application in the synthesis of various 2,3,6-trisubstituted

  我们之前报道了一种简便的3-取代-2,6-二氟吡啶的制备方法，该方法可通过亲核芳香族取代轻松转化为2,3,6-三取代吡啶，具有良好的区域选择性和产率。在这项研究中，我们证明了3-取代的2,6-二氟吡啶类化合物在药物发现中的合成实用性，通过它们在合成各种2,3,6-三取代的吡啶类化合物中的应用，包括大环衍生物，作为新型的蛋白激酶C theta抑制剂以中等到良好的产量。这种合成方法可用于制备2,3,6-三取代的吡啶，这是候选药物和具有生物学吸引力的化合物的常用支架。
• [EN] PYRAZOLO[1,5a]PYRIMIDINE DERIVATIVES AS IRAK4 MODULATORS<br/>[FR] DÉRIVÉS PYRAZOLO [1,5A]PYRIMIDINE EN TANT QUE MODULATEURS D'IRAK 4
  申请人：HOFFMANN LA ROCHE

  公开号：WO2018083085A1

  公开（公告）日：2018-05-11

  Compounds of Formula I and methods of use as Interleukin-1 Receptor Associated Kinase 4 (IRAK4) inhibitors are described herein.

  本文描述了化合物I的化合物及其作为白细胞介素-1受体相关激酶4（IRAK4）抑制剂的用途方法。
• Facile preparation of 3-substituted-2,6-difluoropyridines: application to the synthesis of 2,3,6-trisubstituted pyridines
  作者：Taisuke Katoh、Yoshihide Tomata、Tetsuya Tsukamoto、Yoshihisa Nakada

  DOI：10.1016/j.tetlet.2015.09.057

  日期：2015.10

  We report a facile method for the difluorination of 3-substituted-2,6-dichloropyridines using cesium fluoride as a fluorination reagent in dimethyl sulfoxide. It is proposed that this method for preparing 3-substituted-2,6-difluoropyridines is simpler and easier than those reported in previous literature. To examine the utility of 3-substituted-2,6-difluoropyridines in synthetic chemistry, we also

  我们报告了一种简便的方法，使用氟化铯作为二甲基亚砜中的氟化试剂，对3-取代的2,6-二氯吡啶进行二氟化。提出这种制备3-取代的2，6-二氟吡啶的方法比以前文献中报道的方法更简单，更容易。为了检查3-取代的2,6-二氟吡啶在合成化学中的效用，我们还证明了随后通过串联亲核性芳族取代转化为2,3,6-三取代的吡啶。