5-溴-4-异丙基嘧啶 | 951884-28-9

• 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 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-溴-4-异丙基嘧啶
• 中文别名: 4-异丙基-5-溴嘧啶
• 英文名称: 5-bromo-4-isopropylpyrimidine
• 英文别名: 5-bromo-4-propan-2-ylpyrimidine
• CAS: 951884-28-9
• 化学式: C₇H₉BrN₂
• 分子量: 201.066
• InChiKey: LQPQMMZNSQOAHG-UHFFFAOYSA-N

物化性质

• 沸点：
  240.3±20.0 °C(Predicted)
• 密度：
  1.414±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

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-4-isopropylpyrimidine
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: 5-Bromo-4-isopropylpyrimidine
CAS number: 951884-28-9

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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: C7H9BrN2
Molecular weight: 201.1

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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-4-异丙基嘧啶 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 36.0h， 生成 6-[(5-Ethylsulfonylpyridin-2-yl)methylamino]-8-propan-2-yl-2-(4-propan-2-ylpyrimidin-5-yl)pteridin-7-one
  参考文献：
  名称：

  Discovery of a Series of Pyrazinone RORγ Antagonists and Identification of the Clinical Candidate BI 730357

  摘要：

  DOI：

  10.1021/acsmedchemlett.0c00575
• 作为产物：
  描述：

  5-溴嘧啶 、 异丁酸 在 dipotassium peroxodisulfate 、 silver nitrate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 12.0h， 以62%的产率得到5-溴-4-异丙基嘧啶
  参考文献：
  名称：

  Silver catalysed decarboxylative alkylation and acylation of pyrimidines in aqueous media

  摘要：

  简单的嘧啶类化合物在水性介质中发生了脱羧烷基化或酰化反应。

  DOI：

  10.1039/c4ob02524e

文献信息

• Radical-Based Regioselective C–H Functionalization of Electron-Deficient Heteroarenes: Scope, Tunability, and Predictability
  作者：Fionn O’Hara、Donna G. Blackmond、Phil S. Baran

  DOI：10.1021/ja406223k

  日期：2013.8.14

  of substituents exert consistent and additive effects on the regioselectivity of substitution. This allowed us to establish guidelines for predicting regioselectivity on complex π-deficient heteroarenes, including pyridines, pyrimidines, pyridazines, and pyrazines. Since the relative contribution from opposing directing factors was dependent on solvent and pH, it was sometimes possible to tune the regiochemistry

  自由基加成过程非常适合杂芳烃碱基的直接官能化，但由于对区域化学的控制不佳或不可靠，这些过程仅很少使用。对影响使用烷基亚磺酸盐的杂环自由基官能化的区域化学的因素进行的系统研究表明，某些类型的取代基对取代的区域选择性产生一致和相加的影响。这使我们能够建立预测复杂 π 缺陷杂芳烃（包括吡啶、嘧啶、哒嗪和吡嗪）的区域选择性的指南。由于相反导向因素的相对贡献取决于溶剂和 pH 值，因此有时可以通过修改反应条件将区域化学调整为所需的结果。
• [DE] DISUBSTITUIERTE PYRIDINE UND PYRIMIDINE<br/>[EN] DISUBSTITUTED PYRIDINES AND PYRIMIDINES<br/>[FR] PYRIDINES ET PYRIMIDINES DISUBSTITUEES
  申请人：BAYER AG

  公开号：WO2000063176A2

  公开（公告）日：2000-10-26

  Die Erfindung betrifft neue jeweils disubstituierte Pyridine und Pyrimidine der allgemeinen Formel (I), in welcher A für N oder CH steht; R1 für Hydroxy, Mercapto, Amino, Cyano, Carboxy, Carbamoyl, Thiocarbamoyl, Halogen, oder für jeweils gegebenenfalls substituiertes Alkyl, Alkoxy, Alkoxycarbonyl, Alkylthio, Alkylsulfinyl, Alkylsulfonyl, Alkylamino, Dialkylamino, Alkenyloxy, Alkenylthio, Alkenylamino, Alkinyloxy, Alkinylthio, Alkinylamino oder Cycloalkyl steht; R2 für Wasserstoff, Hydroxy, Formyloxy, Halogen, oder für gegebenenfalls substituiertes Alkyl, Alkoxy, Alkylcarbonyloxy, Alkoxycarbonyloxy, Alkylaminocarbonyloxy, Dialkylaminocarbonyloxy, Alkenyloxy oder Alkinyloxy steht; R3 für jeweils gegebenenfalls substituiertes Alkyl, Alkenyl, Cycloalkyl, Cycloalkylalkyl, Aryl oder Arylalkyl steht; und R4 für jeweils gegebenenfalls substituiertes Alkyl, Alkenyl, Cycloalkyl, Cycloalkylalkyl, Aryl oder Arylalkyl steht, sowie Verfahren zu ihrer Herstellung und ihre Verwendung als Pflanzenbehandlungsmittel, insbesondere als Herbizide und als Fungizide.
• SMALL MOLECULE INHIBITORS OF UBIQUITIN SPECIFIC PROTEASE 1 (USP1) AND USES THEREOF
  申请人：Insilico Medicine IP Limited

  公开号：US20230183210A1

  公开（公告）日：2023-06-15

  The disclosure provides for small molecules inhibitory compounds of ubiquitin specific protease 1 (USP1) and compositions comprising the same. The disclosure further provides methods for targeting ubiquitin specific protease 1 (USP1) and methods of treating diseases or disorders related to USP1, such as cancer.
• Silver catalysed decarboxylative alkylation and acylation of pyrimidines in aqueous media
  作者：Wen-Peng Mai、Bin Sun、Li-Qin You、Liang-Ru Yang、Pu Mao、Jin-Wei Yuan、Yong-Mei Xiao、Ling-Bo Qu

  DOI：10.1039/c4ob02524e

  日期：——

  Decarboxylative alkylation or acylation reactions of simple pyrimidines have been developed in aqueous media.

  简单的嘧啶类化合物在水性介质中发生了脱羧烷基化或酰化反应。
• Discovery of a Series of Pyrazinone RORγ Antagonists and Identification of the Clinical Candidate BI 730357
  作者：Christian Harcken、Johanna Csengery、Michael Turner、Lifen Wu、Shuang Liang、Robert Sibley、Steven Brunette、Mark Labadia、Kathleen Hoyt、Anita Wayne、Thomas Wieckowski、Gregg Davis、Mark Panzenbeck、Donald Souza、Stanley Kugler、Donna Terenzio、Delphine Collin、Dustin Smith、Ryan M. Fryer、Yin-Chao Tseng、Jörg P. Hehn、Kim Fletcher、Robert O. Hughes

  DOI：10.1021/acsmedchemlett.0c00575

  日期：2021.1.14