3-溴吡啶-4-硼酸 | 458532-99-5

• 物质功能分类: 医药中间体 - 杂环化合物 - 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-溴吡啶-4-硼酸
• 中文别名: 3-溴-4-吡啶硼酸
• 英文名称: 3-bromo-4-pyridylboronic acid
• 英文别名: 3-bromopyridine-4-boronic acid；3-Bromopyridin-4-ylboronic acid；(3-bromopyridin-4-yl)boronic acid
• CAS: 458532-99-5
• 化学式: C₅H₅BBrNO₂
• 分子量: 201.815
• InChiKey: KGJJYDKVEPQIKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.48
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P330,P362,P403+P233,P501
• 危险性描述：
  H302,H312,H332

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromopyridine-4-boronic acid
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-Bromopyridine-4-boronic acid
CAS number: 458532-99-5

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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, under −20◦C.
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: C5H5BBrNO2
Molecular weight: 201.8

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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 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-碘噻吩-2-羧酸甲酯 、 3-溴吡啶-4-硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride sodium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 Methyl 3-(3-bromopyridin-4-yl)thiophene-2-carboxylate
  参考文献：
  名称：

  [EN] INHIBITORS OF HEPATITIS C VIRUS POLYMERASE
  [FR] INHIBITEURS DE LA POLYMÉRASE DU VIRUS DE L'HÉPATITE C

  摘要：

  本发明提供了一种由一般式（I）表示的化合物及其药用盐，其中X、Y、R1A、R1B、R2和R3如本文中的类和子类中所定义，并包括含有这种化合物的组合物（例如，药物组合物），这些化合物可用作丙型肝炎病毒聚合酶的抑制剂，因此可用作治疗HCV感染的药物。

  公开号：

  WO2012083105A1
• 作为产物：
  描述：

  3-溴吡啶 在 正丁基锂 、 二异丙胺 、 硼酸三异丙酯 、 sodium hydroxide 作用下， 以 乙醚 、 水 为溶剂， 反应 0.75h， 以32%的产率得到3-溴吡啶-4-硼酸
  参考文献：
  名称：

  新型卤代吡啶基硼酸和酯的合成。第3部分：2或3-卤代吡啶-4-基硼酸和酯

  摘要：

  本文描述了用于合成和一般的方法的新的2-，或3-卤代吡啶-4-基硼酸和酯隔离12 - 14，18 - 20。考虑到使用n BuLi进行区域选择性的卤素金属交换或使用LDA进行定向原金属化并随后从适当的单或二卤代吡啶开始用三异丙基硼酸酯淬灭，制备这些化合物。迄今为止研究的所有底物均提供单一的区域异构硼酸或酯产物。另外，已经发现这些化合物与一系列的芳基卤化物进行了Pd催化的偶联，并授权了一种制备新吡啶库的策略。

  DOI：

  10.1016/s0040-4020(02)00416-7

文献信息

• [EN] INHIBITORS OF HEPATITIS C VIRUS POLYMERASE<br/>[FR] INHIBITEURS DE LA POLYMÉRASE DU VIRUS DE L'HÉPATITE C
  申请人：COCRYSTAL DISCOVERY INC

  公开号：WO2012083105A1

  公开（公告）日：2012-06-21

  The present invention provides, among other things, compounds represented by the general Formula (I) and pharmaceutically acceptable salts thereof, wherein X, Y, R1A, R1B, R2, and R3 are as defined in classes and subclasses herein and compositions (e.g., pharmaceutical compositions) comprising such compounds, which compounds are useful as inhibitors of hepatitis C virus polymerase, and thus are useful, for example, as medicaments for the treatment of HCV infection.

  本发明提供了一种由一般式（I）表示的化合物及其药用盐，其中X、Y、R1A、R1B、R2和R3如本文中的类和子类中所定义，并包括含有这种化合物的组合物（例如，药物组合物），这些化合物可用作丙型肝炎病毒聚合酶的抑制剂，因此可用作治疗HCV感染的药物。
• Synthesis of novel halopyridinylboronic acids and esters. Part 3: 2, or 3-Halopyridin-4-yl-boronic acids and esters
  作者：Alexandre Bouillon、Jean-Charles Lancelot、Valérie Collot、Philippe R Bovy、Sylvain Rault

  DOI：10.1016/s0040-4020(02)00416-7

  日期：2002.5

  This paper describes a general method for the synthesis and the isolation of novel 2, or 3-halopyridin-4-yl-boronic acids and esters 12–14, 18–20. These compounds are prepared taking in account a regioselective halogen–metal exchange using nBuLi or directed ortho-metalation using LDA and subsequent quenching with triisopropylborate starting from appropriate mono or dihalopyridines. All substrates studied

  本文描述了用于合成和一般的方法的新的2-，或3-卤代吡啶-4-基硼酸和酯隔离12 - 14，18 - 20。考虑到使用n BuLi进行区域选择性的卤素金属交换或使用LDA进行定向原金属化并随后从适当的单或二卤代吡啶开始用三异丙基硼酸酯淬灭，制备这些化合物。迄今为止研究的所有底物均提供单一的区域异构硼酸或酯产物。另外，已经发现这些化合物与一系列的芳基卤化物进行了Pd催化的偶联，并授权了一种制备新吡啶库的策略。