3-Bromo-4-methyl-5-nitropyridine

3-Bromo-4-methyl-5-nitropyridine (CAS 69872-15-7) is a strategically tri-substituted pyridine scaffold engineered for regioselective diversification in medicinal chemistry and agrochemical R&D. Featuring bromine at C3, methyl at C4, and nitro at C5, this polyfunctionalized heterocycle enables orthogonal synthetic manipulation: the C3-bromo substituent serves as a privileged handle for Pd-catalyzed cross-coupling (Suzuki, Buchwald-Hartwig, Sonogashira), while the C5-nitro group offers a reducible motif to access amino-pyridine pharmacophores, and the C4-methyl group provides steric and electronic tuning for target binding optimization. This intermediate is particularly valuable for constructing kinase inhibitor cores, neonicotinoid analogs, and heterocyclic APIs where precise 3,4,5-trisubstitution patterns modulate biological activity. Manufactured with purity ≥98% under stringent QC protocols, it supports scalable routes to complex pyridine-based therapeutics requiring meta/para-disubstituted aromatic architectures.

Property

Product Name	3-Bromo-4-methyl-5-nitropyridine
CAS Number	69872-15-7
Chinese Name	3-溴-4-甲基-5-硝基吡啶
Synonyms	3-Bromo-4-methyl-5-nitro-1-azabenzene; Pyridine, 3-bromo-4-methyl-5-nitro-; 3-Bromo-5-nitro-4-picoline; C₆H₅BrN₂O₂ heterocycle; MFCD11847767
Chinese Synonyms	3-溴-4-甲基-5-硝基-1-氮杂苯; 3-溴-5-硝基-4-甲基吡啶; 溴甲基硝基吡啶; 3-溴-4-甲基-5-硝基吡啶
Molecular Formula	C₆H₅BrN₂O₂
Molecular Weight	217.02 g/mol
Purity	≥ 98% (GC/HPLC)
Product Category	Pharmaceutical Intermediates / Pyridine Derivatives / Polyfunctionalized Nitropyridines
Appearance	Yellow to Brown Crystalline Powder or Solid
Melting Point	57-58°C (literature)
Boiling Point	~320°C at 760 mmHg (estimated)
Density	~1.75 g/cm³ (estimated)
Flash Point	116.3±25.9°C
Storage Conditions	Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong reducing agents to prevent premature nitro reduction.
Shelf Life	24 months under recommended storage conditions
Packaging	100g/bottle, 500g/bottle, 1kg/bottle, 5kg/drum, or customized according to customer requirements
Applications	Kinase inhibitor synthesis, neonicotinoid agrochemical development, regioselective pyridine functionalization, nitro reduction to amino, C3-selective cross-coupling, methyl group C–H functionalization strategies
Reactivity	Suitable for Suzuki coupling, Buchwald-Hartwig amination, Sonogashira coupling (preferential C3-Br displacement), catalytic hydrogenation (nitro to amino), electrophilic aromatic substitution at C6, and methyl group oxidation/functionalization
Special Note	✅ Light-sensitive solid with orthogonal reactivity—C3-Br for coupling, C5-NO₂ for reduction, C4-Me for steric modulation. Part of our pyridine derivative series.