Description

3-Bromo-4-methylpyridine (CAS No. 3430-22-6) is a high-purity heterocyclic organic compound with the molecular formula C₆H₆BrN. This versatile brominated pyridine derivative is widely utilized as a key intermediate in pharmaceutical synthesis, agrochemical production, and advanced material research. Our product is rigorously tested to ensure ≥96% purity by GC analysis, making it ideal for demanding applications in medicinal chemistry and cross-coupling reactions.

The compound features a reactive bromine substituent at the 3-position and a methyl group at the 4-position of the pyridine ring, offering excellent opportunities for further functionalization through metal-catalyzed coupling reactions (e.g., Suzuki, Stille, or Negishi couplings). Supplied as a clear to pale yellow liquid with characteristic pyridine odor, it has a molecular weight of 172.02 g/mol and should be stored under inert atmosphere at 2-8°C to maintain stability.

This product is particularly valuable in the synthesis of kinase inhibitors and other bioactive molecules, with specific applications in developing JAK inhibitors like Tofacitinib intermediates. Our batch-controlled manufacturing process ensures consistent quality, supported by comprehensive analytical documentation including GC/MS, NMR, and HPLC data upon request.

Properties

• CAS Number: 3430-22-6
• Complexity: 74.9
• IUPAC Name: 3-bromo-4-methyl-pyridine
• InChI: InChI=1S/C6H6BrN/c1-5-2-3-8-4-6(5)7/h2-4H,1H3
• InChI Key: GSQZOLXWFQQJHJ-UHFFFAOYSA-N
• Exact Mass: 170.96836
• Molecular Formula: C6H6BrN
• Molecular Weight: 172.02
• SMILES: CC1=C(C=NC=C1)Br
• Topological: 12.9
• Monoisotopic Mass: 170.96836
• Synonyms: 3-Bromo-4-methylpyridine, 3430-22-6, DTXSID80355828, DTXCID50306887, 608-967-6, 3-Bromo-4-picoline, 4-Methyl-3-bromopyridine, PYRIDINE, 3-BROMO-4-METHYL-, MFCD00082592, 3-Bromo-4-methyl-pyridine, 3-bromo4-methylpyridine, Tofacitinib Intermediates, 4-Picoline, 3-bromo-, Z5F2SPZ2AD, 4-methyl-3-bromo-pyridine, 3-Bromo-4-methyl pyridine, 3-Bromo-4-methylpyridine (3-Bromo-4-picoline), SCHEMBL314379, SCHEMBL1311417, SCHEMBL4178492, SCHEMBL11009799, SCHEMBL26985141, 3-Bromo-4-methylpyridine, 96%, BCP22140, BBL028165, BR1702, SBB054294, STL373356, AKOS005145593, AB03104, AC-1379, CS-W019971, FB01016, PS-5750, SY005820, DB-028392, B2831, NS00121732, ST50408839, 4-Methyl-3-bromopyridine 3-Bromo-4-picoline, EN300-88064, AC-907/25014109, Z1255379175

3-Bromo-4-methylpyridine serves as a crucial building block in pharmaceutical synthesis, particularly for kinase inhibitor development including JAK inhibitors such as Tofacitinib. The compound’s reactive bromine position enables efficient palladium-catalyzed cross-coupling reactions for creating complex heterocyclic systems. Researchers value this chemical for its versatility in medicinal chemistry applications, especially in structure-activity relationship (SAR) studies of drug candidates. It also finds use in material science for creating functionalized pyridine-based ligands and in agrochemical research for novel pesticide development.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (89.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (89.8%)

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