(5-溴嘧啶-2-基)苯胺 | 886365-88-4

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (5-溴嘧啶-2-基)苯胺
• 英文名称: (5-bromo-pyrimidin-2-yl)-phenyl-amine
• 英文别名: 5-bromo-N-phenylpyrimidin-2-amine；5-bromo-2-(phenylamino)pyrimidine
• CAS: 886365-88-4
• 化学式: C₁₀H₈BrN₃
• 分子量: 250.098
• InChiKey: GQNKPOBYNQYDOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Bromo-2-phenylaminopyrimidine
Synonyms: 5-Bromo-N-phenylpyrimidin-2-amine

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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: 5-Bromo-2-phenylaminopyrimidine
CAS number: 886365-88-4

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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.
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: C10H8BrN3
Molecular weight: 250.1

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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-溴嘧啶-2-基)苯胺 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 乙腈 为溶剂， 反应 0.33h， 以75%的产率得到3-溴嘧啶并[1,2-a]苯并咪唑
  参考文献：
  名称：

  高价碘（III）促进咪唑并[1,2-a]嘧啶的直接合成

  摘要：

  已经从容易获得的嘧啶基芳胺或烯胺通过高价碘促进的分子内 C-H 键环胺化反应开发了一种有效且温和的咪唑并 [1,2-a] 嘧啶衍生物合成方法。该协议允许轻松构建具有生物活性的双环咪唑并 [1,2-a] 嘧啶骨架以及其他咪唑并 [1,2-a] 型稠合杂环。

  DOI：

  10.1002/ejoc.201402456
• 作为产物：
  描述：

  5-溴-2-氯嘧啶 、 苯胺 在 溶剂黄146 作用下， 以 正丁醇 为溶剂， 反应 21.0h， 以56%的产率得到(5-溴嘧啶-2-基)苯胺
  参考文献：
  名称：

  A copper-mediated tandem reaction through isocyanide insertion into N–H bonds: efficient access to unsymmetrical tetrasubstituted ureas

  摘要：

  通过对较不活跃的次级芳香胺的N-H键进行异氰酸酯插入，开发了一种铜介导的多组分反应。这种方法可以在一个锅中高效合成非对称四取代脲。

  DOI：

  10.1039/c3cc47590e

文献信息

• [EN] cGAS ANTAGONIST COMPOUNDS<br/>[FR] COMPOSÉS ANTAGONISTES DU CGAS
  申请人：IMMUNE SENSOR LLC

  公开号：WO2017176812A1

  公开（公告）日：2017-10-12

  Disclosed are novel compounds of Formula (I) that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.

  揭示了一种新型化合物的化学式（I），这些化合物是cGAS拮抗剂，涉及到这些化合物的制备方法、包含这些化合物的药物组合物，以及它们在医学治疗中的应用。
• PYRIMIDINE DERIVATIVES FOR THE TREATMENT OF AMYLOID-RELATED DISEASES
  申请人：Horwell David Christopher

  公开号：US20100063077A1

  公开（公告）日：2010-03-11

  The present invention provides (I) These compounds are useful in prevention and treatment of neurodegenerative disorders, such as Alzheimer's, Parkinson's and Huntington's as well as type II diabetes.

  本发明提供(I)这些化合物在预防和治疗神经退行性疾病，如阿尔茨海默病、帕金森病和亨廷顿病以及2型糖尿病方面是有用的。
• QUINOLINE COMPOUNDS AND METHODS OF USE
  申请人：Gaudino John

  公开号：US20110053931A1

  公开（公告）日：2011-03-03

  Compounds of Formula (I), and stereoisomers, geometric isomers, tautomers, solvates, metabolites, salts and pharmaceutically acceptable prodrugs thereof, are useful for inhibiting receptor tyrosine kinases and for treating hyperproliferative disorders mediated thereby. Methods of using compounds of Formula (I), and stereoisomers, geometric isomers, tautomers, solvates and pharmaceutically acceptable salts thereof, for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.

  式（I）的化合物及其立体异构体、几何异构体、互变异构体、溶剂化物、代谢物、盐和药学上可接受的前药，用于抑制受体酪氨酸激酶并治疗由此介导的过度增殖性疾病。本文揭示了使用式（I）的化合物及其立体异构体、几何异构体、互变异构体、溶剂化物和药学上可接受的盐，在哺乳动物细胞中进行体外、体内和原位诊断、预防或治疗此类疾病或相关病理条件的方法。
• Catalyst-Controlled Chemodivergent Reactivity of Vinyl Cyclopropanes: A Selective Approach toward Indoles and Aniline Derivatives
  作者：Santosh Kumar Keshri、Suchithra Madhavan、Manmohan Kapur

  DOI：10.1021/acs.orglett.2c03680

  日期：2022.12.16

  catalyst-controlled chemodivergent approach to access C2-substituted indoles and diverse aniline derivatives with good chemo- and stereoselectivity by employing vinylcyclopropanes (VCPs) as coupling partners via a tandem C–H/C–C activation/annulation strategy. The key feature of this work is the divergent reactivity profile showcased by VCPs, going beyond allylation under a high-valent Rh-/MPAA catalyst system

  在此，我们公开了一种催化剂控制的化学发散方法，通过串联 C-H/C-C 活化/环化策略，使用乙烯基环丙烷 (VCP) 作为偶联伙伴，获得具有良好化学选择性和立体选择性的 C2 取代的吲哚和多种苯胺衍生物。这项工作的关键特征是 VCP 展示的不同反应性曲线，超越了高价 Rh-/MPAA 催化剂体系下的烯丙基化。
• Rhodium-catalyzed C–H carboxymethylation of anilines with vinylene carbonate
  作者：Qiong Liu、Zhaolong Ma、Jing Zhang、Xu-Qin Li

  DOI：10.1039/d3ob00931a

  日期：——

  A rhodium-catalyzed synthesis of phenylacetate has been realized by direct C–H carboxymethylation of anilines bearing removable directing groups. The reaction occurred most efficiently in air, without any external base or oxidant. This methodology is expected to provide a facile and general access to various bioactive 2-amino aromatic acetic acid derivatives.

  通过对带有可移除导向基团的苯胺进行直接 C-H 羧甲基化，实现了铑催化合成苯乙酸酯。该反应在空气中最有效地发生，无需任何外部碱或氧化剂。该方法有望提供一种简便且通用的方法来获取各种生物活性 2-氨基芳香族乙酸衍生物。