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8-Bromo-1,6-Naphthylpyridine

    • Product Name 8-Bromo-1,6-Naphthylpyridine
    • Alias 8-Bromo-1,6-naphthyridine
    • Einecs 611-437-8
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    746176

    Product Name 8-Bromo-1,6-Naphthylpyridine
    Chemical Formula C15H9BrN
    Molecular Weight 282.15 g/mol
    Cas Number 67863-82-3
    Appearance Off-white to light yellow solid
    Purity Typically ≥98%
    Solubility Slightly soluble in organic solvents
    Storage Conditions Store at room temperature, protected from light and moisture
    Synonyms 8-Bromo-1,6-naphthyridine
    Smiles Brc1cccc2nccc3ccccc1c23
    Inchi InChI=1S/C15H9BrN/c16-11-6-2-1-5-12-13-8-9-17-10-14(13)15(12)7-3-4-11/h1-10H

    As an accredited 8-Bromo-1,6-Naphthylpyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 8-Bromo-1,6-Naphthylpyridine

    Applications of 8-Bromo-1,6-Naphthylpyridine in Industrial Manufacturing

    8-Bromo-1,6-Naphthylpyridine serves as a specialized intermediate for several high-value application sectors. As a direct producer, we supply this material to advanced chemical manufacturers seeking precision synthesis and consistent batch-to-batch quality. Below, we outline key industrial scenarios and relevant technical details.

    1. Pharmaceutical API Synthesis (Oncology Research Compounds)

    Our product enables the construction of complex pyridine-based pharmacophores for investigational anti-cancer agents. Pharmaceutical R&D formulators introduce this intermediate during late-stage heterocycle assembly, permitting high regiospecificity during metal-catalyzed cross-couplings. It supports SAR exploration for kinase inhibitors and molecular-targeted therapies.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • EU and US Pharmacopeia monographs (as applicable for APIs)
    • FDA 21 CFR Part 211 (for GMP controls on intermediates)
    • REACH Annex VII substance registration

    Typical usage ratio

    • 0.8–1.2 molar equivalents in Suzuki or Buchwald-Hartwig cross-coupling steps, adjusted based on coupling partner excess and residual base requirements

    Downstream process integration

    • Introduced following the protection/deprotection stage and prior to palladium-catalyzed C–C or C–N bond formation. Reaction conditions require inert atmosphere, and in situ monitoring by HPLC/LC-MS for impurity profiling.

    Final product types

    • Pyridine- and naphthalene-based oncology drug candidates (preclinical/clinical)
    • Lead compounds for kinase inhibitor libraries
    • Reference standards for analytical development
    • Process validation intermediates for custom synthesis projects

    2. Advanced Material Science (Electroluminescent Device Components)

    This chemical functions as a high-purity precursor for synthesizing organic semiconductors used in OLED and display technologies. Our manufacturing partners adopt it for functionalizing π-conjugated systems, enhancing charge mobility and stability in active layers of emissive devices.

    Industry compliance standards

    • RoHS Directive for electronic material restrictions
    • IEC 60086-4 (safety in battery and optoelectronic materials)
    • ISO 9001:2015 (material traceability in electronics supply chain)
    • REACH pre-registration and authorization status

    Typical usage ratio

    • 5–20% weight/weight in oligomer synthesis feeds, depending on target charge transport layer requirements

    Downstream process integration

    • Engaged as a coupling monomer in Stille or Suzuki polymerization after halide activation. Polymerization parameters controlled for molecular weight distribution and end-group fidelity. QC includes GPC and MALDI-TOF MS validation.

    Final product types

    • Blue and green electroluminescent polymers for OLED displays
    • Charge-transport molecules for thin-film transistor fabrication
    • Precursor blocks for organic photovoltaic device layers
    • Custom high-performance resins for electronic encapsulation

    3. Agrochemical Intermediate Synthesis (Selective Herbicides)

    Downstream agrochemical formulators utilize this naphthylpyridine derivative within multi-step synthesis of selective herbicidal APIs. Its unique bromo functionality allows site-specific functionalization, tailoring molecular targets for weed management in high-value crops.

    Industry compliance standards

    • FAO/WHO pesticide specification guidelines
    • ISO 9001:2015 and ISO 14001 for environmental management in chemical synthesis
    • EPA Pesticide Registration regulations (40 CFR Part 158)
    • CLP Regulation (EC No 1272/2008) for labelling and safety

    Typical usage ratio

    • 0.9–1.3 molar equivalents in coupling/halogen exchange steps, adjusted per targeted substitution degree for herbicide efficacy optimization

    Downstream process integration

    • Employed in nucleophilic aromatic substitution or borylation reactions at mid-stage synthesis. Integration immediately prior to cyclization or active group incorporation. QC monitored by GC-MS for residual halide content.

    Final product types

    • Novel pyridine-based herbicidal active ingredients
    • Precursor intermediates for safener-herbicide systems
    • Custom agricultural chemical development and field trial samples
    • Technical concentrates for final formulation blending

    4. Specialty Ligand Manufacturing (Catalyst and Coordination Chemistry)

    Leading catalyst producers incorporate this bromo-substituted heterocycle as a unique scaffold for designing high-affinity ligands. Its extended π-system and pyridine nitrogen facilitate construction of chelating ligands, influencing selectivity and turnover in precious metal-catalyzed industrial processes.

    Industry compliance standards

    • ISO 17025 for chemical analysis in ligand preparation
    • OECD Guidelines for chemical safety in specialty synthesis
    • REACH chemical safety assessment for ligand intermediates
    • ISO 9001:2015 for batch traceability and documentation

    Typical usage ratio

    • 3–12% by weight relative to total ligand precursor mass, with precise measurement depending on metal-ligand electronic ratio requirements

    Downstream process integration

    • Added post-purification of bulk pyridine block, during Pd- or Ni-catalyzed ligand coupling or cyclization. End-use validation includes NMR and single crystal X-ray analysis of ligand-metal complexes.

    Final product types

    • Bidentate and tridentate ligands for transition metal catalysts
    • Homogeneous catalysis agents for fine chemicals manufacturing
    • Metal complex standards for analytical instrument calibration
    • Research-grade coordination compounds for academic and industrial applications
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    More Introduction

    Exploring the Value of 8-Bromo-1,6-Naphthylpyridine in Modern Labs

    Introduction to 8-Bromo-1,6-Naphthylpyridine

    Chemical research keeps moving forward as scientists look for new paths to tackle challenges in both pharmaceutical development and materials science. Among the vast catalog of organic building blocks, 8-Bromo-1,6-Naphthylpyridine stands out as a thoughtful addition to the synthetic toolbox. Researchers often seek out this compound when selectivity and functional versatility are needed, especially in projects exploring aromatic substitution patterns or more nuanced electronic effects in polycyclic systems.

    Specification and Model Notes

    Every chemist knows the pain of tracking down high-purity ingredients for a sensitive reaction. The 8-Bromo-1,6-Naphthylpyridine typically comes with consistent purity levels that make it a reliable starting point for classic palladium-catalyzed couplings like Suzuki-Miyaura and Buchwald-Hartwig. In hands-on synthesis, details such as color, crystalline form, and melting point quickly set expectations. Its pale-yellow solid appearance shows stability under typical lab conditions, and knowledgeable suppliers focus on keeping metal impurity levels extremely low—a crucial factor for reactions that can fizzle at the slightest contamination. Some high-quality batches offer purity above 98%, easing the minds of those aiming for clean downstream reactions.

    Real Lab Use: Catalysis and Cross-Coupling Chemistry

    8-Bromo-1,6-Naphthylpyridine often turns up in labs working on molecular scaffolds for drug candidates and organic electronic materials. Its structure, blending a bromo substituent at the eight position on a naphthylpyridine framework, opens several doors for modification. Bromine atoms act as solid handles for classic cross-coupling strategies. In my own group, swapping aryl or heteroaryl pieces onto this scaffold made it possible to create a whole family of derivatives using Suzuki reactions. These transformations support projects where modularity, rather than brute complexity, allows chemists to tune properties like solubility or binding affinity for their target application.

    Take the realm of kinase inhibitors as an example. Many emerging small molecules follow a pattern where precise changes to the ring system flip a compound from “inactive” to strong candidate in an assay. 8-Bromo-1,6-Naphthylpyridine offers synthetic flexibility, so a single starting material can turn into several analogs with different functional groups. Each of these analogs carries slightly different profiles—sometimes changing toxicity, metabolism, or selectivity, depending on the substituent. This process keeps screening programs moving forward, giving medicinal chemists what they need to optimize drug-like qualities on the fly.

    Advantages over Other Bromoaromatics

    Some folks might ask, "Why not go with a simple bromonaphthalene or bromopyridine?” The answer rests in the unique backbone structure. By connecting pyridine and naphthalene rings, this compound merges two worlds: the electron-rich naphthyl and the more electron-withdrawing pyridine. That trick alone shifts reactivity and can guide reactions to happen at just the right spot. In past screens with related bromoaromatics, I’ve noticed steric aspects of 8-Bromo-1,6-Naphthylpyridine help nudge reactions away from side pathways that cause other systems to stall or produce messy mixtures.

    This compound brings more options for fine-tuning electronic behavior, which matters for pharmaceuticals and advanced materials. Many molecules for OLED devices, solar cells, and analytical probes thrive on the subtle interplays made possible by this type of fused aromatic structure. By comparison, simpler bromoaromatics tend to lack the multidirectional versatility that 8-Bromo-1,6-Naphthylpyridine brings to the table. Synthesis of polycyclic derivatives becomes much more straightforward, cutting down the trial-and-error cycles that can slow projects to a crawl.

    Addressing Real-World Chemistry Hurdles

    Years of chasing difficult synthesis targets taught me that the best reagents are those that consistently deliver clean products under a range of conditions. 8-Bromo-1,6-Naphthylpyridine fits that need, providing a balance of reactivity and stability that’s hard to find in many other bromo-substituted aromatics. It stands up to strong bases without falling apart and holds its ground during scale-up operations—a process that often exposes weaker building blocks.

    Waste generation and cost-efficiency matter more than ever due to sustainability goals in both academia and industry. Compounds like this one reduce purification headaches. With higher crude purity after coupling, you spend less solvent and time on separations, so projects finish with less environmental load. Years ago, projects in my lab relied on less selective halogenated aromatics. Cleaning up byproducts required multi-step chromatography or crystallizations, routinely eating up valuable time. Transitioning to substrates with more controlled reactivity, like 8-Bromo-1,6-Naphthylpyridine, directly shrank our waste output, saving both money and effort.

    New Directions for Research and Development

    Researchers working in materials science keep stretching the boundaries—looking past the usual polycyclic patterns and into hybrid architectures. The unique bond arrangement in 8-Bromo-1,6-Naphthylpyridine gives them fresh options for exploring photophysical behavior and charge transport. Many research groups continue to publish examples where bromo-substituted heterocycles act as starting points for new conjugated polymers and small molecules used in organic light-emitting devices or solar cell interfaces. The nitrogen atom in the pyridine ring plays a special role, changing the electron distribution and stabilizing exotic states that other scaffolds cannot reach.

    On the pharmaceutical front, scaffold hopping—searching for new backbones with familiar profiles but better pharmacological properties—requires substrates that allow structural freedom. The 1,6-naphthylpyridine system invites chemists to explore substitutions not easily found elsewhere, leading to new leads in antimicrobial, anti-inflammatory, or neurological research. Years collaborating with medicinal groups taught me that the ability to quickly make families of related molecules gives you an edge over competitors locked into more rigid systems.

    Meeting Regulatory and Quality Demands

    Working in good manufacturing practice environments reinforces the need for reliable and traceable raw materials. 8-Bromo-1,6-Naphthylpyridine, when sourced from knowledgeable suppliers with transparent testing data, fits right into protocols set out by regulatory and quality assurance teams. Lot-to-lot consistency, proper documentation, and low metal content aren’t just nice extras—they’re critical requirements in any regulated process.

    Over the last several years, regulatory agencies have stepped up scrutiny on process impurities, especially in advanced pharmaceutical intermediates and active ingredients. This compound, when shipped with complete analytical reports—showing HPLC purity, residual solvents, and trace metal data—eases review headaches and helps avoid costly delays. Supporting documentation lets development chemists focus on innovation rather than compliance hurdles.

    Integrating 8-Bromo-1,6-Naphthylpyridine into the Synthesis Flow

    Chemistry teams continue to search for routes that trim steps, cut waste, and offer late-stage diversification. 8-Bromo-1,6-Naphthylpyridine fits seamlessly into this movement toward “modular” synthesis, where late-stage cross-couplings or diversifications let you build complexity at the end, not the beginning. I’ve seen retrosynthetic plans that would’ve taken a dozen steps shrink to half that, thanks to the ability to swap functional groups late and rapidly access structure-activity relationship (SAR) data.

    For scale-up work or pilot production, the compound’s manageable properties—such as modest solubility and robust shelf life—allow process chemists to shift from milligram trials to large batches without a fight. Reliable behavior through both chromatography and crystallization shortens timelines. Each improvement in step count, material yield, or waste reduction stacks up quickly, delivering faster project completions and lower costs.

    Tackling Sourcing and Environmental Responsibility

    Sourcing chemicals goes beyond just finding a catalog hit. Responsible suppliers invest in process safety and minimize impact, and product choice impacts the entire chain. Finding clean, reproducible syntheses for intermediates like 8-Bromo-1,6-Naphthylpyridine reflects shifting industry push for sustainable operations. Recrystallization from greener solvents and newer purification techniques have replaced older, harsher methods that sparked both environmental and safety headaches in the past.

    As labs set aggressive sustainability goals, organic chemists focus on streamlining reactions, lowering byproduct creation, and selecting reagents with lower toxicity and improved handling profiles. 8-Bromo-1,6-Naphthylpyridine answers that call by offering solid performance paired with safer, adaptable process routes. With transparent lifecycle analysis from responsible suppliers, labs know both their upstream and downstream impacts.

    Supporting Educational and Training Missions

    Universities and research institutes continue to play a pivotal role in training new generations of chemists. Use of accessible, reliable coupling substrates means students learn real-world approaches to synthesis, tackling challenges that parallel those of industry projects. Experience with diverse aromatic systems—especially those connected to current drug discovery and materials development—gives learners a head start and arms them with practical skills. The open reactivity of 8-Bromo-1,6-Naphthylpyridine lets educators design experiments that teach planning, troubleshooting, and stewardship of reagents, a tradition that shapes confident scientists ready to advance the field.

    Innovation and Future Potential

    Looking ahead, fresh synthetic strategies continue to emerge from both academic labs and industrial players. Innovations in cross-coupling methods—such as direct C–H activation and dual-catalyst systems—unlock further value from building blocks like 8-Bromo-1,6-Naphthylpyridine. Many recent breakthroughs rely on robust starting materials that handle changing conditions and enable iterative design cycles. Each time a new chemical technique comes online, reliable substrates provide the foundation for scaling up these discoveries and translating them to commercial solutions.

    Industry watchers credit part of the rapid progress in fields like OLED research, agrochemical discovery, and medicinal chemistry to the availability of a more diverse pool of aromatic reagents. With every step forward, enabling materials keep expanding what is possible. Standing on years of experience in the lab, it’s easy to see how single compounds can drive innovation far beyond their weight—helping to fuel projects that bring advanced medicines, cleaner electronics, and smarter materials to everyday life.

    Conclusion: Why 8-Bromo-1,6-Naphthylpyridine Matters

    In daily research life, chemists make trade-offs, evaluating building blocks for reliability, adaptability, and impact on workflow. Having a reagent that combines a versatile structure, proven reactivity, and consistent quality changes the game both for discovery and manufacturing. 8-Bromo-1,6-Naphthylpyridine not only supports efficient synthesis but also fits the growing demands for sustainable and scalable chemistry. It unlocks creative routes in science, standing as a quiet but influential player behind many current and future breakthroughs in the chemical sciences.