The product is Pyridine, 2,6-dibromo-4-(1,1-dimethylethyl)-, a dibrominated pyridine equipped with a sterically demanding tert‑butyl group at the 4‑position. The two C–Br bonds are excellent substrates for palladium‑catalyzed cross‑couplings, including Suzuki, Buchwald-Hartwig, and Negishi reactions, while the bulky alkyl group minimizes off‑target chemistry at the 4‑site. Compared to its dichloro counterpart, the bromine substituents offer faster oxidative addition, enabling milder reaction temperatures and shorter coupling times. This makes the molecule an attractive entry point for assembling highly decorated pyridine cores in both discovery and process chemistry.
Pyridine, 2,6-dibromo-4-(1,1-dimethylethyl)- is a reactive heteroaryl dihalide widely utilized in the parallel synthesis of 2,6‑disubstituted pyridine libraries. The enhanced leaving‑group ability of bromine in Pyridine, 2,6-dibromo-4-(1,1-dimethylethyl)- permits efficient mono‑ and bis‑functionalization using a broad spectrum of nucleophiles, often at room temperature. In medicinal chemistry, Pyridine, 2,6-dibromo-4-(1,1-dimethylethyl)- is employed to rapidly generate candidate molecules where the pyridine ring serves as a central scaffold, and the tert‑butyl group modulates lipophilicity and steric fit within a hydrophobic pocket. The reliable batch‑to‑batch quality of Pyridine, 2,6-dibromo-4-(1,1-dimethylethyl)- from Cosperpharm ensures that coupling outcomes are reproducible, a critical factor during SAR studies and scale‑up campaigns alike.
Product Parameters
Parameter
Specification
Product Name
Pyridine, 2,6-dibromo-4-(1,1-dimethylethyl)-
CAS Number
2256760-24-2
Molecular Formula
C₉H₁₁Br₂N
Molecular Weight
293.00 g/mol
Appearance
White to off-white crystalline solid or waxy low-melting solid
Melting Point
45–50°C (typical)
Purity (GC/HPLC)
≥98.0%
Solubility
Soluble in dichloromethane, THF, toluene; poorly soluble in water
Storage Condition
2–8°C, sealed under inert atmosphere, protect from light
Shelf Life
24 months under recommended conditions
Quality Assurance at Cosperpharm
Each batch undergoes:
● Gas chromatography (GC) – purity ≥97.0%
● Non‑aqueous titration – purity ≥97.0%
● Refractive index – confirmatory analysis
● ¹H NMR – structural verification
● Appearance – colorless to light yellow to light orange clear liquid
A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.
Product Advantages
1. Accelerated Coupling Reactivity – The bromine atoms allow faster oxidative addition than chlorides, cutting cycle times and expanding the usable catalyst palette.
2. High Selectivity in Sequential Reactions – Mono‑coupling can be achieved with good selectivity, leaving the second bromine available for a subsequent transformation.
3. Analytically Clean Starting Material – ≥98% purity means less debrominated by‑product that could compete in catalytic cycles.
4. Ready for Direct Use – The crystalline or waxy solid form is easy to weigh and transfer in both automated and manual synthesis platforms.
5. Inter‑halogen Cross‑Reactivity – Complements the 2,6‑dichloro analog, allowing chemists to exploit the reactivity difference in orthogonal coupling strategies.
Synthetic Route
Pyridine, 2,6-dibromo-4-(1,1-dimethylethyl)- can be prepared by direct bromination of 4‑tert‑butylpyridine using bromine or N‑bromosuccinimide under controlled conditions to ensure selective 2,6‑dihalogenation. Alternatively, directed ortho‑metallation of 4‑tert‑butylpyridine followed by quenching with a bromine source provides the dibrominated skeleton. Cosperpharm’s commercial process has been validated to consistently deliver the product at kilogram scale with minimal over‑bromination or ring‑bromine migration.
Contact Us
When your next project demands a dibromopyridine building block with consistent quality, contact Cosperpharm for a rapid quote and reliable delivery. We look forward to supporting your chemistry.
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