2-溴-6-苯基吡啶 | 39774-26-0

• 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: 2-溴-6-苯基吡啶
• 英文名称: 2-bromo-6-phenylpyridine
• CAS: 39774-26-0
• 化学式: C₁₁H₈BrN
• 分子量: 234.095
• InChiKey: XIYPPJVLAAXYAB-UHFFFAOYSA-N

物化性质

• 熔点：
  50.0 to 54.0 °C
• 沸点：
  315.1±22.0 °C(Predicted)
• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• 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：
  1

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：
  H302,H315,H319,H335
• 储存条件：
  室温环境下。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Bromo-6-phenylpyridine
Synonyms: 6-Bromo-2-phenylpyridine

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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: 2-Bromo-6-phenylpyridine
CAS number: 39774-26-0

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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.

---

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: C11H8BrN
Molecular weight: 234.1

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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：

  2-溴-6-苯基吡啶 在 sodium tetrahydroborate 、 四甲基乙二胺 、 palladium diacetate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以95%的产率得到2-苯基吡啶
  参考文献：
  名称：

  硼氢化钠/ N，N，N'，N'-四甲基乙二胺在钯催化下卤代吡啶和喹啉的加氢脱卤。

  摘要：

  据报道，在钯催化剂下，硼氢化钠/ N，N，N'，N'-四甲基乙二胺（NaBH 4 -TMEDA）体系可将卤代吡啶和喹啉进行加氢脱卤。催化量的[1,1 ' -双（二苯基膦基）二茂铁]在用NaBH组合二氯化钯（II）4 -TMEDA迅速hydrodehalogenate氯（溴）-pyridines并在定量产率室温-quinolines。化学选择性还原4,7-二氯喹啉可提供7-氯喹啉作为唯一产物，几乎定量地收率。此外，乙酸钯（II）-三苯膦和NaBH 4–TMEDA能够有效还原反应性溴吡啶和喹啉。

  DOI：

  10.1016/j.tetlet.2010.01.053
• 作为产物：
  描述：

  2-苯基吡啶 在 正丁基锂 、 N,N-二甲基乙醇胺 、 四溴化碳 作用下， 以 正己烷 为溶剂， 反应 1.0h， 以100%的产率得到2-溴-6-苯基吡啶
  参考文献：
  名称：

  2,6-二取代吡啶衍生物的实用途径

  摘要：

  我们报告了从容易获得的 2-取代吡啶开始以直接方式合成一系列 2,6-二取代吡啶。主要序列涉及具有卤素官能化的选择性α-锂化反应，然后是由 Fe(acac)3 催化的格氏反应。在通过合成 2,6-二取代吡啶 1 证明了该策略的简单可行性后，该路线被应用于获得带有给电子或吸电子基团的吡啶衍生物。因此，获得了一系列在 6 位带有芳基部分和在 2 位带有烷基链的吡啶。研究了吡啶在有机溶液和石墨基面之间的界面处的自组装能力。报告了一种化合物的初步 STM 结果。

  DOI：

  10.1002/ejoc.200701200

文献信息

• Propionic Acid Derivatives and Methods of Use Thereof
  申请人：Biediger Ronald J.

  公开号：US20180312523A1

  公开（公告）日：2018-11-01

  Provided herein are compounds and pharmaceutical compositions of formula I where R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as described herein. Also provided pharmaceutically acceptable salts or stereoisomers of these compounds. In addition methods are provided for inhibiting the binding of an integrin to treat various pathophysiological conditions.

  本文提供了公式I的化合物和药物组合物，其中R1、R2、R3、R4、R5和R6如本文所述。还提供了这些化合物的药用可接受盐或立体异构体。此外，还提供了用于抑制整合素结合以治疗各种病理生理条件的方法。
• Preparation of 3,4-Substituted-5-Aminopyrazoles and 4-Substituted-2-Aminothiazoles
  作者：Stepan Havel、Prashant Khirsariya、Naresh Akavaram、Kamil Paruch、Benoit Carbain

  DOI：10.1021/acs.joc.8b02655

  日期：2018.12.21

  3,4-Substituted-5-aminopyrazoles and 4-substituted-2-aminothiazoles are frequently used intermediates in medicinal chemistry and drug discovery projects. We report an expedient flexible synthesis of 3,4-substituted-5-aminopyrazoles (35 examples), based on palladium-mediated α-arylation of β-ketonitriles with aryl bromides. A library of 4-substituted-2-aminothiazoles (21 examples) was assembled by a

  3,4-取代的5-氨基吡唑和4-取代的2-氨基噻唑是药物化学和药物开发项目中经常使用的中间体。我们报道了基于钯介导的β-酮腈与芳基溴化物的α-芳基化反应的3,4-取代的5-氨基吡唑类化合物的便捷合成（35个例子）。通过使用新制备的，适当保护的4-硼酸-2-氨基噻唑的频哪醇酯和MIDA酯与（杂）芳基卤化物的Suzuki偶联的序列，组装4-取代的2-氨基噻唑的文库（21个实例）。
• NEW PHENYLAZETIDINECARBOXYLATE OR -CARBOXAMIDE COMPOUNDS
  申请人：INVENTIVA

  公开号：US20170066717A1

  公开（公告）日：2017-03-09

  The invention relates to compounds of formula (I). where R, R 1 , R 2 , n, A and Cy have the meanings indicated in the description. The compounds of formula (I) are Nurr-1 modulators.

  这项发明涉及式(I)的化合物。 其中R、R1、R2、n、A和Cy的含义如描述中所示。 式(I)的化合物是Nurr-1调节剂。
• Synthesis and catalytic applications of palladium N-heterocyclic carbene complexes as efficient pre-catalysts for Suzuki–Miyaura and Sonogashira coupling reactions
  作者：L. Boubakri、S. Yasar、V. Dorcet、T. Roisnel、C. Bruneau、N. Hamdi、I. Ozdemir

  DOI：10.1039/c7nj00488e

  日期：——

  excellent catalytic activities as compared to 2a–c, 3a–c, and the well-known systems for the palladium-catalysed Sonogashira reaction. The reactivity of 4a–c in these preliminary Sonogashira coupling tests seems to be higher than that of previously reported catalytic systems based on Pd(NHC) moieties. These new palladium NHC complexes are among the first reported palladium catalysts that are efficient for

  具有N-杂环卡宾（NHC），吡啶和膦配体，PdCl 2（L）NHC（2a–c）（L = NHC），PdCl 2（L 1）NHC（3a–c）（L 1 =吡啶），PdCl 2（L 2）NHC（4a–c）（L 2 =三苯基膦）合成并充分表征。分别针对芳基卤化物与苯乙炔和苯基硼酸之间的Sonogashira和Suzuki-Miyaura反应筛选了这些配合物的催化活性。结果指出，与碳烯/膦配合物4a–c相比，具有出色的催化活性。2a-c，3a-c以及钯催化的Sonogashira反应的著名系统。在这些初步的Sonogashira偶联测试中，4a–c的反应性似乎比以前报道的基于Pd（NHC）部分的催化系统更高。这些新的钯NHC配合物是最早报道的钯催化剂之一，可有效地从芳基氯化物底物中催化Sonogashira反应。
• A new class of N-doped ionic PAHs<i>via</i>intramolecular [4+2]-cycloaddition between arylpyridines and alkynes
  作者：Ravindra D. Mule、Aslam C. Shaikh、Amol B. Gade、Nitin T. Patil

  DOI：10.1039/c8cc05743e

  日期：——

  Reported herein, for the first time, is a copper-promoted intramolecular [4+2]-cycloaddition cascade to access ionic N-doped polycyclic aromatic hydrocarbons (PAHs) with tunable emission wavelengths. It is shown that the reaction can be made catalytic with respect to Cu(OTf)2 when an external oxidant, Selectfluor, was used.

  本文首次报道了铜促进的分子内[4 + 2]-环加成级联反应，以访问具有可调发射波长的离子N掺杂多环芳烃（PAH）。结果表明，当使用外部氧化剂Selectfluor时，对于Cu（OTf）2可以使反应催化。