1003043-34-2

Basic information

• Product Name: 6-Bromo-5-methylpyridine-3-boronic acid
• Synonyms: 2-Bromo-3-methylpyridine-5-boronic acid;2-Bromo-3-methylpyridine-5-boronic acid, 5-Borono-2-bromo-3-picoline;2-BroMo-3-Methylpyridin-5-ylboronic acid;Boronic acid, B-(6-broMo-5-Methyl-3-pyridinyl)-;6-Bromo-5-methylpyridine-3-boronic acid;6-bromo-5-methylpyridin-3-yl-3-boronic acid
• CAS NO: 1003043-34-2
• Molecular Formula: C₆H₇BBrNO₂
• Molecular Weight: 215.84028
• Product Categories: Pyridine;Organoborons
• Mol File: 1003043-34-2.mol

Chemical Properties

• Boiling Point: 378.9 °C at 760 mmHg
• Flash Point: 183 °C
• Appearance: off-white solid
• Density: 1.67 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 6-Bromo-5-methylpyridine-3-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromo-5-methylpyridine-3-boronic acid(1003043-34-2)
• EPA Substance Registry System: 6-Bromo-5-methylpyridine-3-boronic acid(1003043-34-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 1003043-34-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
6-Bromo-5-methylpyridine-3-boronic acid is utilized as a reagent in Suzuki-Miyaura cross-coupling reactions, a class of palladium-catalyzed reactions that facilitate the formation of carbon-carbon bonds. This application is crucial for the synthesis of complex organic molecules and the development of new pharmaceuticals.
Used in Pharmaceutical Industry:
6-Bromo-5-methylpyridine-3-boronic acid serves as a valuable building block for the preparation of biologically active compounds and pharmaceuticals. Its boronic acid group allows for the formation of stable covalent bonds with alcohols and amines, which is instrumental in the development of new drugs and materials with potential therapeutic applications.
Used in Material Science:
6-Bromo-5-methylpyridine-3-boronic acid's reactivity and functional group make it a versatile tool in material science, where it can be employed to create new materials with specific properties, such as those with enhanced stability or reactivity for use in various industrial applications.

Upstream product

• 3430-18-0 2,5-dibromo-3-methylpyridine 

Downstream Products

• 1175709-61-1 5,6'-dibromo-5'-methyl-[2,3']bipyridine 
• 1253279-48-9 2-bromo-5-(4-bromo-2-methylphenyl)-3-methylpyridine 
• 1359945-01-9 C₁₉H₁₆Br₂N₂ 
• 1359945-14-4 5′-bromo-3′,5-dimethyl-6-(2-methyl-4-pyridin-3-ylphenyl)-3,2′-bipyridine 

Relevant articles and documents

Synthesis of dihalo bi- and terpyridines by regioselective Suzuki-Miyaura cross-coupling reactions

This paper describes an efficient and regioselective synthetic route leading to new dihalobi- and terpyridines. We developed a strategy based on regioselective sequence of Suzuki-Miyaura cross-coupling reactions between bromopyridyl boronic acids and dihalopyridines and dihalobipyridines. The study of the influence of the nature and the position of the halogen atoms leads to prepare bromoiododerivatives to obtain good selectivities.