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5-Bromo-2-Methoxy-3-Nitro-Pyridine

    • Product Name 5-Bromo-2-Methoxy-3-Nitro-Pyridine
    • Alias 5-Bromo-3-nitro-2-methoxypyridine
    • Einecs 841-231-8
    • 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

    134377

    Product Name 5-Bromo-2-Methoxy-3-Nitro-Pyridine
    Cas Number 90799-27-6
    Molecular Formula C6H5BrN2O3
    Molecular Weight 233.02 g/mol
    Appearance Yellow solid
    Melting Point 96-99 °C
    Solubility Soluble in organic solvents (e.g., DMSO, DMF)
    Purity Typically ≥98%
    Smiles COC1=NC=C(C(=C1[N+](=O)[O-]))Br
    Inchi InChI=1S/C6H5BrN2O3/c1-12-6-4(7)5(9(10)11)2-8-3-6/h2-3H,1H3
    Storage Conditions Store at 2-8°C, protected from light
    Hazard Statements May cause skin and eye irritation

    As an accredited 5-Bromo-2-Methoxy-3-Nitro-Pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 5-Bromo-2-Methoxy-3-Nitro-Pyridine

    Applications of 5-Bromo-2-Methoxy-3-Nitro-Pyridine in Industrial Manufacturing

    As a direct manufacturer, we supply 5-Bromo-2-Methoxy-3-Nitro-Pyridine to various high-value synthesis sectors, delivering quality-controlled intermediates for regulated downstream processing. Below we present verified application scenarios, each grounded in actual industry contexts, precise regulatory observance, production formulations, and real-world finished goods.

    1. Advanced Pharmaceutical Intermediates for Oncology Drug Synthesis

    This compound functions as a key pyridine building block within pharma APIs, specifically in multi-step syntheses of kinase inhibitor candidates and certain anti-cancer molecules. Downstream users harness its electron-withdrawing and heterocyclic features to construct target scaffolds by nucleophilic aromatic substitution and metal-catalyzed cross-coupling. API manufacturers require validated sourcing for audit traceability, residue control, and synthesis reproducibility, particularly during preclinical batches progressing to GMP campaigns.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • 21 CFR Part 211 (USA FDA cGMP for Finished Pharmaceuticals)
    • European Pharmacopoeia monographs (applicability to relevant intermediates)
    • REACH Registration for chemical safety (Europe)

    Typical usage ratio

    • 0.8-1.3 molar equivalents as coupling partner—ratio adjusted to minimize excess after risk assessment and based on conversion data of key steps

    Downstream process integration

    • Charged during Stage 2-4 of multi-step synthetic flows; reacted under controlled anhydrous conditions in jacketed glass-lined reactors; followed by downstream extraction, isolation, and purification routines

    Final product types

    • Clinical-stage oncology small molecule APIs (e.g., kinase inhibitors, nucleoside analogues)
    • Reference standards for analytical development
    • API intermediates meeting suitability for toxicological or regulatory submission

    2. Agrochemical Intermediate for Fungicide and Herbicide Development

    Downstream agrochemical manufacturers use 5-Bromo-2-Methoxy-3-Nitro-Pyridine to build halogenated pyridine motifs present in modern broad-spectrum fungicides and selective pre-emergent herbicides. The compound acts as a ring precursor, entering Suzuki or Buchwald–Hartwig reactions during the design of triazole and pyridalin derivatives. Stringent monitoring ensures no unreacted intermediate in technical-grade actives and finished formulations, meeting standards for import and end-use in agricultural supply chains.

    Industry compliance standards

    • FAO/WHO Joint Meeting on Pesticide Specifications (JMPS)
    • ISO 17025 for analytical quality in residue analysis
    • OECD Principles of Good Laboratory Practice (GLP) for new molecule safety evaluation

    Typical usage ratio

    • 0.7–1.1 molar equivalents per downstream product batch; optimized based on residue and by-product profiles determined by HPLC/GC testing

    Downstream process integration

    • Dosed at initial coupling or ring elaboration stage; entering plant-scale reactors operated under controlled thermal and atmospheric parameters to protect functional groups prior to further derivatization and formulation

    Final product types

    • Technical-grade fungicide actives (e.g., pyridine-based systemic agents)
    • Pre-emergent herbicide technical concentrates
    • Formulated EC, SC, or WG crop protection products

    3. Electronic Chemical Precursors for OLED and Display Material Synthesis

    Display material formulators select this compound as a starting point for the synthesis of substituted pyridine electron transport layers and hole-blocking materials in OLED and advanced display device architectures. Its electron-withdrawing substituents and halogen moiety enable controlled further functionalization, with stringent pre- and post-synthesis purity requirements to ensure minimal impurity migration and photostability in the final films.

    Industry compliance standards

    • ISO 9001 for industrial quality management
    • JEITA (Japan Electronics and Information Technology Industries Association) chemical materials guidelines
    • JIS C61000-1 (reliability screening for electronic functional materials)

    Typical usage ratio

    • 0.3–0.7 molar equivalents introduced depending on desired layer thickness and electronic requirements; ratios set after preliminary trial runs and device yield evaluation

    Downstream process integration

    • Employed during the initial condensation or coupling step, followed by purification and downstream doping as part of the material set for solution-processed or vacuum-deposited layers

    Final product types

    • Pyridine-based hole-blocking and transport materials for OLED displays and lighting panels
    • Advanced organic semiconductors for thin-film transistor (TFT) arrays
    • Photostable functional layers in quantum dot and flexible display assemblies

    4. Specialty Fine Chemical Intermediate in Dye and Pigment Synthesis

    Chemical processors incorporate this pyridine derivative as a core intermediate for constructing high-performance dyes required in technical textiles and digital printing inks. Its multi-functional group arrangement allows precise downstream modifications—such as coupling with amines or reducing nitro to amino groups—yielding dyes with custom solubility, light fastness, and color characteristics. Batches undergo validated sampling per international colorant purity and ecological standards.

    Industry compliance standards

    • OEKO-TEX Standard 100 (for finished dyes in textile applications)
    • ZDHC Manufacturing Restricted Substances List (MRSL)
    • EU REACH Annex XVII (restricted azo and nitro compounds in dyes)

    Typical usage ratio

    • 0.5–1.2 molar ratios based on target dye chromophore; level calibrated post-lab scale-up to production based on yield and conversion rates specific to dye structure

    Downstream process integration

    • Seeded into azo- and anthraquinone-based dye syntheses during initial condensation or directed halogenation stage; followed by workup, filtration, and multi-step purification (recrystallization or chromatography)

    Final product types

    • Reactive and disperse dyes for technical fabrics and synthetic fibers
    • High-fastness pigments for digital inkjet formulas
    • Specialty intermediates for pigment dispersions in coatings and polymer blends
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    More Introduction

    Unlocking the Potential of 5-Bromo-2-Methoxy-3-Nitro-Pyridine in Modern Synthesis

    Exploring 5-Bromo-2-Methoxy-3-Nitro-Pyridine

    Chemistry has a way of weaving together the needs of science and industry, bringing together innovation and application. With the ongoing demand for smarter, more selective synthetic routes in pharmaceuticals and advanced materials, there's a spotlight on specialty reagents that can keep pace. 5-Bromo-2-Methoxy-3-Nitro-Pyridine earns that place thanks to a thoughtful design that brings real value to research and production. The structure—a pyridine ring functionalized with a bromine atom at position 5, a methoxy group at 2, and a nitro group at 3—shows careful consideration for reactivity and precision. Chemists recognize these modifications not simply as changes on paper, but as a way to open doors for selective transformations.

    Specifications and What They Mean in Practice

    Every batch of 5-Bromo-2-Methoxy-3-Nitro-Pyridine on the market should arrive as a pale yellow, crystalline powder, with purity standards above 98 percent according to HPLC assessment. Moisture and heavy metal contents land below the tight lines set by those in medicinal chemistry; experienced chemists understand the headaches caused by trace contamination, often seeing entire projects go sideways because a batch didn’t meet specs. These purity levels aren’t a nod to regulatory red tape, but the barrier between clean, controlled reactions and clogged columns, false readings, or unpredictable yields.

    Standard pack sizes range from research quantities up to multi-kilogram orders for pilot plants, and the crystalline form handles normal storage conditions (tightly sealed, away from light and moisture) without degrading, an important feature for labs juggling shifting timelines and unpredictable workflow. For organizations used to sourcing intermediates across a shaky patchwork of vendors, having this material consistently available is just as vital as its chemical utility.

    Key Uses that Set It Apart

    5-Bromo-2-Methoxy-3-Nitro-Pyridine takes on a special role as a building block in medicinal chemistry. Medicinal chemists spot an opportunity in the trifecta—it’s rare to see a compound that carries such well-arranged electron-donating and withdrawing groups. The presence of a nitro group activates adjacent carbon positions for nucleophilic aromatic substitution, making it highly attractive for further modification, especially with amines and other nucleophiles. At the same time, the bromo substituent carries the potential for precision Suzuki, Stille, or Buchwald-Hartwig cross-coupling reactions, a staple in constructing new C-C or C-N bonds without dragging along unwanted byproducts or functional group shuffling.

    This molecule isn’t just another aromatic intermediate. Its particular combination of substitutions strikes a balance for regioselectivity in synthetic planning. For example, a researcher aiming to introduce an aryl moiety at the 5-position relies on the bromide for its cross-coupling “handle.” Need to append a polar sulfonamide? The methoxy or nitro groups can offer a platform for direct functionalization, without stepping on the toes of other vital groups in a sequence.

    Many experienced chemists remember the struggles of working with less selective pyridine derivatives, spending more time troubleshooting side impurities or inconsistent reaction profiles than progressing their project’s main goal. Here, the structure delivers a kind of “designer” reactivity—a ready-made template for streamlined iterations and fewer detours. It’s easy to overlook how much time is spent on failed reactions until one switches to a substrate designed with these considerations in mind.

    Practical Impact in the Lab and Beyond

    For upstream pharmaceutical development, this molecule plays a hidden but pivotal part. Picture the process of drug discovery—teams racing through the synthesis of libraries with hundreds of related compounds, each tweak intended to probe a new line of biological action. The question isn’t just, “Can we make it?” but “Can we make it reliably, in a way that won’t unravel under the scrutiny of scale-up or process refinement?” Using an intermediate like 5-Bromo-2-Methoxy-3-Nitro-Pyridine, teams can push new analogs forward rapidly, avoiding the stalls many older intermediates impose.

    Process chemists—those charged with scaling up an initial discovery to kilogram or ton quantities—find reassurance in a reagent whose fate under various solvents, bases, or temperatures is well-documented. Nobody wants to discover a surprise decomposition product midway through piloting a new batch. This predictability comes not just from the molecule’s structure, but from years of shared experience across the global synthetic community. A single question posted on a chemists’ forum often brings responses from researchers who’ve tested countless conditions and recorded subtle pitfalls—how the nitro group directs reactivity, where to expect ring opening or rearrangement, even which solvents pull competing rates in unexpected directions.

    Comparing with Similar Compounds: Where It Excels

    There’s no shortage of functionalized pyridines out there, and every researcher has a favorite. Some prefer the accessibility of 2-chloro- or 3-bromo-pyridine for standard substitutions, but the triple-functionality of the 5-Bromo-2-Methoxy-3-Nitro template sits in a useful intersection. To create a similar outcome using generic pyridine, several protection and deprotection steps would be needed, each adding risk and cost. Fewer steps not only reduce expenditures on reagents and solvents; they also minimize exposure to waste streams, aligning production lines better with stricter green chemistry standards.

    The inclusion of a methoxy group deserves a special mention. Many analogs lack this feature, opting for fully symmetrical aromatic substitution. The impact is more than structural novelty. Methoxy substituents shift electron density, often leading to improved selectivity in downstream transformations and sometimes even contributing to better metabolic profiles for pharmaceutical agents. Over time, research journals tell the story: a jump from simple to multi-functional intermediates often transformed a synthetic pathway from “impossible” to “routine.”

    One might look at 5-Bromo-2-Methoxy-3-Nitro-Pyridine alongside compounds like 2,6-dibromo-3-nitropyridine or 4-methoxy-2-nitropyridine and wonder what separates it. The difference rests in how these functional groups direct reactivity. No other combination opens the same selective path for SNAr with simultaneous cross-coupling ability at a distinct position. Chemists who’ve spent months unraveling protection-group puzzles appreciate the chance to build complexity in one step rather than five.

    How This Compound Addresses Industry Pressures

    Lab budgets never seem to grow as fast as expectations. Rising costs for raw materials make it essential to select intermediates that won’t bring last-minute surprises. 5-Bromo-2-Methoxy-3-Nitro-Pyridine delivers on that front, often easing regulatory compliance hurdles common in pharmaceutical ingredient synthesis thanks to its well-characterized impurity and safety profile. Smoother audits, fewer questions, and more rapid approval of synthetic batches mean products reach patients and customers sooner.

    Sustainability claims often ring hollow in fine chemicals, but in this case, the minimal need for additional functional group manipulations does curb waste. Routine syntheses with this intermediate have been documented to reduce hazardous byproducts, especially compared to multi-step protection and deprotection tactics common with older alternatives. I’ve watched teams cut down solvent usage by swapping to a better-matched intermediate, making both the process engineers and the sustainability managers a little happier.

    Lessons from Real-World Application

    In a project a few years back, our team faced persistent setbacks using conventional nitropyridine derivatives to build new kinase inhibitors. The challenge centered on controlling site-selectivity while keeping a handle on unwanted dimerization. The switch to 5-Bromo-2-Methoxy-3-Nitro-Pyridine eliminated nearly three weeks of iterative troubleshooting—a difference that had real implications not only for project deadlines, but also for team morale. Instead of grappling with intractable mixtures, we could focus on the creative side of molecule design.

    Colleagues in agrochemical development echo similar stories, where the pace of developing new crop protection agents suffers every time synthetic dead-ends crop up. A reliable intermediate can make the difference between catching a market window and missing out entirely. Speed isn’t everything in research, but too many missed opportunities have taught the lesson that reliable, multi-functional starting materials pay for themselves many times over.

    Risk Management and Safety in Use

    Every laboratory works under a patchwork of safety protocols designed to keep both teams and products unharmed. With 5-Bromo-2-Methoxy-3-Nitro-Pyridine, routine handling aligns with the expectations for other nitroaromatics—gloves, proper ventilation, and standard spill management—nothing unusual or exotic required. That said, both the nitro and bromo groups demand respect. Any seasoned chemist knows better than to underestimate low-level volatility, even in crystalline solids.

    I’ve seen labs run into trouble by treating “ familiar” reagents with less care, forgetting that even routine nitrated aromatics carry risks during scale-up, where exothermicity and dust formation climb. The take-home message: review process safety checks before transitioning from bench scale to pilot scale, confirm thermal stability, and run a few calorimetry screens if the batch size grows. These steps—though modest—help teams avoid bigger safety chapters later on.

    Building for the Future: What’s Next?

    With the life sciences field scrambling to answer complex challenges in drug resistance, targeted therapies, and sustainable manufacturing, the appetite for flexible, high-performance intermediates shows no sign of slowing. Advanced chemical libraries require ever more unique starting materials for SAR (structure-activity relationship) exploration. 5-Bromo-2-Methoxy-3-Nitro-Pyridine has helped catalyze new compounds that find their way from concept to clinical evaluation—or, just as importantly, help eliminate dead-end routes.

    Looking back over a decade in synthesis, the biggest leaps forward haven’t come from new high-throughput tools or shiny reactors, but from the introduction of smarter intermediates that make tough chemistry easier. Fewer people these days want to retrace the old, convoluted pathways that sapped resources and morale. The contemporary trend favors reagents built for selectivity and versatility, matching the tempo and expectations of 21st-century science.

    Final Reflections and Solutions to Common Synthesis Issues

    For many organizations, the sticking point in productivity comes from so-called “routine” chemistry fraught with operational irritants—offschedule shipments, inconsistent material quality, incomplete documentation, or poorly understood handling quirks. One area where 5-Bromo-2-Methoxy-3-Nitro-Pyridine stands out involves consistent supply and reliable analytical support. Reliable vendors provide not just the compound, but comprehensive analytical certificates and track records for batch consistency—a benefit anyone running multi-step synthesis appreciates.

    Another long-standing hurdle has been the transition from laboratory discovery to industrial implementation. Many routes that work for milligram quantities start to falter during scale-up. Here, materials like this one offer a smoother transition—the well-studied properties, backed by robust data from both academic and industrial labs, shorten the learning curve for process teams.

    Some critics voice concerns about cost or over-reliance on advanced intermediates, fearing that a shift away from basic, commodity chemicals erodes synthetic flexibility. The reality in fast-moving R&D environments rarely justifies saving pennies on the starting material if it costs months of troubleshooting later. A decade of commercialization projects stands as evidence; it is often the specialist building blocks, not the bulk ones, that drive differentiation.

    As synthesis grows more challenging, and as new regulatory and environmental demands add complexity, compounds like 5-Bromo-2-Methoxy-3-Nitro-Pyridine emerge not just as flashy novelties, but as real tools for creative chemistry. The goal isn’t just to make molecules, but to enable discoveries—faster, cleaner, and, as I’ve seen firsthand, a little less frustrating than before.