5-溴-2-甲氧基吡啶-4-硼酸 | 957060-94-5

• 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 - 有机氧化合物
• 中文名称: 5-溴-2-甲氧基吡啶-4-硼酸
• 中文别名: 5-溴-2-甲基吡啶-4-基硼酸；2-甲氧基-5-溴-4-吡啶硼酸
• 英文名称: (5-bromo-2-methoxy-4-pyridyl)boronic acid
• 英文别名: 3-bromo-6-methoxy-4-pyridylboronic acid；5-Bromo-2-methoxypyridine-4-boronic acid；(5-bromo-2-methoxypyridin-4-yl)boronic acid
• CAS: 957060-94-5
• 化学式: C₆H₇BBrNO₃
• 分子量: 231.841
• InChiKey: ZNJUFOAOSUTWIG-UHFFFAOYSA-N

物化性质

• 熔点：
  130-134℃
• 沸点：
  367.4±52.0 °C(Predicted)
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.47
• 重原子数：
  12
• 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：
  62.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P260,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
5-Bromo-2-methoxypyridine-4-boronic acid
Product Name:
Synonyms: 5-Bromo-2-methoxy-4-pyridineboronic acid; 5-Bromo-2-methoxypyridin-4-ylboronic acid

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
5-Bromo-2-methoxypyridine-4-boronic acid
Ingredient name:
CAS number: 957060-94-5

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H7BBrNO3
Molecular weight: 231.8

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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：

  5-溴-2-甲氧基吡啶-4-硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 甲烷磺酸(2-二环己基膦基-2',4',6'-三-异丙基-1,1'-联苯基)(2'-氨基-1,1'-联苯-2-基)钯(II) 、 氢溴酸 、 potassium acetate 、 sodium carbonate 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 3.0h， 生成 4-phenyl-5-(5-phenyloxazol-2-yl)pyridin-2-ol
  参考文献：
  名称：

  THERAPEUTIC COMPOUNDS

  摘要：

  本发明涉及取代杂环衍生物治疗性化合物，包括所述化合物的组合物，以及通过抑制溴结构域介导的乙酰赖氨酸蛋白区域（如组蛋白）的识别，来用于表观遗传调控的所述化合物和组合物。所述组合物和方法对于治疗由异常细胞信号介导的疾病，如炎症性疾病、癌症和肿瘤性疾病，是有用的。特别是，此处描述的某些化合物对CBP显示出相对于BRD4的选择性抑制活性。

  公开号：

  US20180296543A1
• 作为产物：
  描述：

  5-溴-2-甲氧基吡啶 在 lithium diisopropyl amide 、 硼酸三异丙酯 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 为溶剂， 反应 2.0h， 以39%的产率得到5-溴-2-甲氧基吡啶-4-硼酸
  参考文献：
  名称：

  New Shelf-Stable Halo- and Alkoxy-SubstitutedPyridylboronic Acids and their Suzuki Cross-Coupling Reactions toYield Heteroarylpyridines

  摘要：

  新合成的稳定的吡啶硼酸具有以下特点：溴锂交换反应随后与三异丙基硼酸酯（TIPB）反应，生成了2-氟-5-吡啶硼酸（4）、3-溴-5-吡啶硼酸（5）和2-乙氧基-5-吡啶硼酸（6）；导向锂化反应后与三甲基硼酸酯（TMB）或TIPB反应，得到了2-甲氧基-3-吡啶硼酸（8）、3-溴-6-甲氧基-4-吡啶硼酸（11）和3-溴-6-乙氧基-4-吡啶硼酸（12）。将吡啶硼酸4、6、8和11与3-溴喹啉进行交叉偶联反应（[Cs2CO3, Pd(PPh3)2Cl2, 1,4-二氧烷, 95 °C]），得到吡啶基喹啉衍生物13和15-17，产率为50-77%；5的类似反应由于产物14的进一步原位反应，产率较低。将12与2-溴-5-硝基噻吩进行交叉偶联，得到3-溴-4-(5-硝基-2-噻吩基)-6-乙氧基吡啶（18）。

  DOI：

  10.1055/s-2003-39158