54923-31-8

Basic information

• Product Name: 3-BROMO-6-HYDROXY-2-METHYLPYRIDINE
• Synonyms: 2-HYDROXY-5-BROMO-6-PICOLINE;5-BROMO-2-HYDROXY-6-METHYLPYRIDINE;3-BROMO-6-HYDROXY-2-METHYLPYRIDINE;3-BROMO-6-HYDROXY-2-PICOLINE;5-BROMO-6-METHYL-2(1H)-PYRIDINONE;5-BROMO-6-METHYL-2-PYRIDINOL;5-BROMO-6-METHYL-2-PYRIDONE;5-BROMO-6-METHYL-PYRIDIN-2-OL
• CAS NO: 54923-31-8
• Molecular Formula: C₆H₆BrNO
• Molecular Weight: 188.02
• Product Categories: blocks;Pyridines;Pyridine;Bromopyridines;Halopyridines;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Building Blocks;C5 to C6;C6 to C7;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocycle-Pyridine series
• Mol File: 54923-31-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 199-203 °C(lit.)
• Boiling Point: 294.4 °C at 760 mmHg
• Flash Point: 131.9 °C
• Appearance: /
• Density: 1.5296 (rough estimate)
• Vapor Pressure: 0.00162mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Keep Cold
• Solubility: soluble in Dimethylformamide
• PKA: 10.06±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 3-BROMO-6-HYDROXY-2-METHYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-6-HYDROXY-2-METHYLPYRIDINE(54923-31-8)
• EPA Substance Registry System: 3-BROMO-6-HYDROXY-2-METHYLPYRIDINE(54923-31-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36-39
• WGK Germany: 3
• Hazardous Substances Data: 54923-31-8(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C6H6BrNO/c1-4-5(7)2-3-6(9)8-4/h2-3H,1H3,(H,8,9)

Upstream product

• 42753-71-9 5-bromo-6-methyl-pyridin-2-ylamine 
• 3279-76-3 6-hydroxy-2-methylpyridine 
• 1824-81-3 2-Amino-6-methylpyridine 
• 375368-83-5 3-bromo-6-fluoro-2-methyl-pyridine 

Downstream Products

• 84596-29-2 6-hydroxyl-2-methyl-3-phenylpyridine 

Relevant articles and documents

ANTIDIABETIC SUBSTITUTED HETEROARYL COMPOUNDS

The present invention relates to a compound represented by formula I: and pharmaceutically acceptable salts thereof. The compounds of formula I are agonists of G-protein coupled receptor 40 (GPR40) and may be useful in the treatment, prevention and suppression of diseases mediated by the G-protein-coupled receptor 40. The compounds of the present invention may be useful in the treatment of Type 2 diabetes mellitus, and of conditions that are often associated with this disease, including obesity and lipid disorders, such as mixed or diabetic dyslipidemia, hyperlipidemia, hypercholesterolemia, and hypertriglyceridemia.

Efficient regioselective preparation of monobromo and bromoiodo hydroxy pyridines from dibromoderivatives via bromine-lithium exchange

Annular dibromination of hydroxypyridines with NBS in acetonitrile followed by bromine-lithium exchange with RLi and subsequent trapping with H2O or I2 afforded monobromo and bromoiodo derivatives in a completely regioselective way. Iodination of bromo hydroxypyridines with NIS is totally regioselective.