Description

3-Bromo-6-hydroxy-2-methylpyridine (CAS No. 54923-31-8) is a high-purity heterocyclic organic compound with the molecular formula C₆H₆BrNO. This brominated pyridine derivative, also known by its IUPAC name 5-bromo-6-methyl-1H-pyridin-2-one, is a versatile building block for pharmaceutical and agrochemical synthesis. The compound features a reactive bromine substituent at the 3-position and a hydroxyl group at the 6-position, making it valuable for nucleophilic substitution reactions and metal-catalyzed cross-coupling reactions.

Our product is synthesized under strict quality control measures to ensure ≥95% purity (HPLC) and is supplied as a crystalline solid with full characterization data including ¹H NMR, ¹³C NMR, and mass spectrometry. Suitable for medicinal chemistry, material science, and as a ligand precursor, this compound is packaged under inert atmosphere to ensure stability and long shelf life.

Key identifiers: EINECS 678-192-6, DTXSID60370296, DTXCID90321332

Properties

• CAS Number: 54923-31-8
• Complexity: 205
• IUPAC Name: 5-bromo-6-methyl-1H-pyridin-2-one
• InChI: InChI=1S/C6H6BrNO/c1-4-5(7)2-3-6(9)8-4/h2-3H,1H3,(H,8,9)
• InChI Key: UJHCRBDEJPQFIA-UHFFFAOYSA-N
• Exact Mass: 186.96328
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.02
• SMILES: CC1=C(C=CC(=O)N1)Br
• Topological: 29.1
• Monoisotopic Mass: 186.96328
• Synonyms: 3-Bromo-6-hydroxy-2-methylpyridine, 54923-31-8, DTXSID60370296, DTXCID90321332, 678-192-6, 5-bromo-6-methylpyridin-2-ol, 5-bromo-6-methyl-1H-pyridin-2-one, 5-BROMO-6-METHYL-2(1H)-PYRIDINONE, 3-Bromo-6-hydroxy-2-picoline, 5-Bromo-2-hydroxy-6-picoline, MFCD03427653, 5-bromo-6-methylpyridin-2(1H)-one, 5-BROMO-2-HYDROXY-6-METHYLPYRIDINE, 2(1H)-Pyridinone, 5-bromo-6-methyl-, 5-Bromo-6-methyl-2-pyridinol, 5-Bromo-6-methyl-2-pyridone, SCHEMBL2493536, SCHEMBL2674746, 5-bromo-6-methylpyridine-2-one, UJHCRBDEJPQFIA-UHFFFAOYSA-, Bromo-6-hydroxy-2-methylpyridine, UJHCRBDEJPQFIA-UHFFFAOYSA-N, 5-bromo-6-methylhydropyridin-2-one, CL0164, AKOS002664340, AKOS022381265, AB15079, CS-W003077, DS-1455, FS-3409, AC-23247, SY023710, 3-Bromo-6-hydroxy-2-methylpyridine, 97%, B2796, ST50405576, EN300-114789, Z1251353594, InChI=1/C6H6BrNO/c1-4-5(7)2-3-6(9)8-4/h2-3H,1H3,(H,8,9)

Application

3-Bromo-6-hydroxy-2-methylpyridine serves as a key intermediate in the synthesis of novel pharmaceutical compounds, particularly in the development of kinase inhibitors and antimicrobial agents. The bromine moiety allows for efficient functionalization via Suzuki-Miyaura or Buchwald-Hartwig coupling reactions. Researchers utilize this compound in the preparation of complex heterocyclic systems for drug discovery programs. Its structural features make it valuable for studying structure-activity relationships in medicinal chemistry.

Safety and Hazards

GHS Hazard Statements

• H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H318 (97.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (97.6%)
• Eye Dam. 1 (97.6%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.