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5-Bromo-2-Methylindole

    • Product Name 5-Bromo-2-Methylindole
    • Alias 5-Bromo-2-methyl-1H-indole
    • Einecs 613-748-0
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    344140

    Chemicalname 5-Bromo-2-Methylindole
    Casnumber 26161-44-6
    Molecularformula C9H8BrN
    Molecularweight 210.07 g/mol
    Appearance Off-white to pale yellow solid
    Meltingpoint 74-77°C
    Purity Typically ≥98%
    Solubility Soluble in DMSO, slightly soluble in methanol and ethanol
    Smiles CC1=CC2=C(C=C1)NC=C2Br
    Inchi InChI=1S/C9H8BrN/c1-6-2-3-8-7(4-6)5-11-9(8)10/h2-5,11H,1H3
    Synonyms 5-Bromo-2-methyl-1H-indole
    Storagetemperature Store at 2-8°C

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

    Packing & Storage
    Packing A 25-gram amber glass bottle securely sealed, featuring a printed label for 5-Bromo-2-Methylindole with hazard and handling information.
    Shipping 5-Bromo-2-Methylindole is shipped in securely sealed containers to prevent leakage and contamination. It is packaged in accordance with regulatory guidelines for chemical transport, including appropriate labeling and documentation. Typically shipped under ambient conditions, it should be protected from moisture and incompatible substances during transit to ensure safety and product integrity.
    Storage 5-Bromo-2-Methylindole should be stored in a tightly sealed container, protected from light and moisture. Keep it in a cool, dry, well-ventilated area, away from incompatible substances such as strong oxidizing agents. Store at room temperature or as indicated by the manufacturer’s guidelines. Ensure proper labeling, and restrict access to trained personnel to prevent accidental exposure or contamination.
    Application of 5-Bromo-2-Methylindole

    Applications of 5-Bromo-2-Methylindole in Industrial Manufacturing

    5-Bromo-2-Methylindole serves as a critical intermediate in several high-value industrial segments, primarily within pharmaceutical, agrochemical, pigment, and advanced material synthesis. As a direct manufacturer, we supply this compound for multiple regulated downstream tracks with specific process and compliance requirements.

    1. Pharmaceutical API Intermediate: Synthesis of Indole-Based Antineoplastic Agents

    Pharmaceutical producers integrate this material into the synthesis of structurally complex indole derivatives, especially within targeted antineoplastic (anti-cancer) API pipelines. The brominated indole core provides a crucial scaffold for introducing bioactive functionalities during multi-step synthesis, supporting route design for compounds like Lurbinectedin and related analogues. Users apply consistent GMP controls to ensure trace brominated impurities remain within global pharmacopeial limits before final drug purification and release. Manufacturers require full traceability, starting material COAs, and validated cleaning procedures to control carry-over and batch-to-batch variability.

    Industry compliance standards

    • ICH Q7A Good Manufacturing Practice Guidance for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) monographs for indole derivatives
    • US FDA 21 CFR 210/211 (Drug Manufacturing)
    • USP General Chapter <1790> for Elemental Impurities

    Typical usage ratio

    • Applied at 0.55–0.9 molar equivalence as a ring precursor, adjusted according to target molecule substitution pattern
    • Excess minimized for yield—excess never above 1.1x target stoichiometry

    Downstream process integration

    • Introduced during initial indole core construction, typically via Suzuki or Buchwald-Hartwig coupling steps
    • Reaction quenching and phase separation performed prior to next synthetic modification or protection step
    • Full material tracking from receiving through API isolation

    Final product types

    • Oncology small molecule drug substances (e.g., Lurbinectedin, Zindoxifene analogues)
    • Preclinical and clinical stage indole-fused lead compounds
    • Custom investigational medicinal products (IMPs) per CDMO synthesis service batches

    2. Agrochemical Intermediate for Fungicide & Plant Growth Regulator Synthesis

    Agrochemical manufacturers utilize this indole derivative in the generation of advanced heterocyclic scaffolds for fungicide and plant growth regulator formulations. The bromo-moiety facilitates selective halogen exchange and cross-coupling for downstream elaboration, creating actives for broad-spectrum disease control. The material supports strict adherence to EU REACH rules for raw material handling and trace-level halogenated impurities in both active substance and co-formulant production workflows.

    Industry compliance standards

    • EU REACH Regulation (EC) No 1907/2006 for chemical registration
    • ISO 9001:2015 Quality Management for agrochemical synthesis
    • OECD Principles of Good Laboratory Practice (GLP) for analytical development
    • FAO/WHO Joint Meeting on Pesticide Specifications (JMPS)

    Typical usage ratio

    • Regularly dosed at 0.7–0.95 molar equivalent in heterocycle coupling steps with chlorinated aromatics
    • Excess bromoindole controlled to reduce downstream dehalogenation purification burden

    Downstream process integration

    • Reacted in alkylation, ring fusion, or halogen-metal exchange under inert or anhydrous conditions
    • Active ingredient isolated post-reaction via recrystallization prior to bulk formulation
    • Analytical verification of residual bromo content in end-use agrochemicals per GLP requirements

    Final product types

    • Systemic fungicide actives for cereal and grape disease management
    • Indole-based plant growth regulators targeting auxin receptors
    • Agricultural pre-mixes for broadleaf crop applications

    3. Electronic & Organic Semiconductor Material Precursor

    Manufacturers of organic electronic materials employ this compound as a base for indole-based conjugated polymers, used for thin-film transistors, OLEDs, and photovoltaic cell layers. The compound’s bromo functionality allows for precise polymer end-group control via palladium-catalyzed coupling, optimizing molecular planarity and electron transport in the finished device. We deliver consistent lot-to-lot purity to minimize electronic trap site densities in downstream applications, meeting rigorous analytical specifications defined by the electronics industry.

    Industry compliance standards

    • IPC-4101/126 specification for base materials (organic electronics)
    • RoHS Directive 2011/65/EU limiting hazardous substances
    • IEC 62680 for material safety data support in electronic device inputs
    • ISO 14001 for environmental impact of organic semiconductor manufacture

    Typical usage ratio

    • Used at 1.0 molar equivalent as a monomer or co-monomer unit
    • Adjusted between 0.5–1.1 equivalents for specific polymer chain-length control

    Downstream process integration

    • Introduced at the monomer addition phase during Suzuki or Stille polycondensation
    • Post-polymerization purification under high vacuum to remove unreacted indole and side-products
    • Electrical performance validated on pilot-scale thin films

    Final product types

    • Organic field-effect transistor (OFET) channels
    • Blue- and green-emitting OLED layers
    • Flexible solar cell photoactive coatings

    4. Pigment and Dye Precursor for Specialty Colorants

    The brominated indole structure is essential for specialty pigment manufactures, entering high-performance synthetic dye routes for technical and artistic applications. The compound’s reactivity under diazotization and substitution conditions enables the formation of stable indole chromophores with enhanced solvent resistance and color fastness. Our production ensures trace halogen management and batch colorimetry consistency, meeting compositional needs of pigment producers serving plastics, inks, and fiber coloration industries.

    Industry compliance standards

    • ISO 787-24 for pigment color strength and dispersion
    • EN 71-3 (Safety of Toys – Migration of certain elements) for colorant use in toys
    • ASTM D3723 for fiber dyeing quality assurance
    • REACH Annex XVII for restricted aromatic amines in finished dyes

    Typical usage ratio

    • Employed at 0.8–1.2 molar equivalence in diazo coupling systems, dependent on final pigment hue intensity
    • Ratio fine-tuned by colorant manufacturer according to end-user brilliance and stability specifications

    Downstream process integration

    • Reactive addition at the primary diazotization or coupling synthesis stage
    • Pigment particle isolation via repeated filtration and wet-milling
    • Finished pigment undergoes dispersibility testing prior to shipment to ink or masterbatch customers

    Final product types

    • Solventfast indole yellow and orange pigments
    • Specialty blue-green fiber dyes for nylon and wool
    • Coloring agents for printing inks and technical coatings
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    Certification & Compliance
    More Introduction

    Introducing 5-Bromo-2-Methylindole: Manufacturing Expertise in Indole Chemistry

    Meeting Modern Chemical Demands with 5-Bromo-2-Methylindole

    Over years of producing heterocyclic intermediates, we've seen markets shift from simple synthesis needs to more technically demanding projects. 5-Bromo-2-Methylindole fits that change. Its indole backbone, with the bromo at the fifth position and a methyl group at the second, forms a versatile intermediate. The increased interest from pharmaceutical researchers and materials scientists tells a story: subtle tweaks in molecular structure can spark diverse reactivity and unlock downstream value. This compound is a direct response to requests for more tailored brominated indoles, offering both selectivity and reactivity in places where unsubstituted indole fails to deliver.

    Chemists often challenge us with questions about model, purity, and stability. We manufacture 5-Bromo-2-Methylindole with a purity ratio that answers those demands. In our hands, it’s a crystalline solid, consistently produced batch after batch. This consistency isn’t just about technical pride; quality matters because byproducts interfere in later research stages, costing time and resources. Problems with cross-contamination or polymorphs do not belong in high-throughput synthesis or sensitive reactions. Once, we tried a different batch route as a cost-saving trial. It cut corners on crystallization steps, and NMRs quickly revealed side impurities. One lesson later, we tightened purification controls and returned to our trusted method, even though that raised labor and solvent needs. It paid off for our R&D customers, whose demands push us to center quality above shortcuts.

    Why Structure Matters: The Effects of Substitution

    5-Bromo-2-Methylindole stands out from simple indole due to its substitution pattern. The bromo group at C-5 acts as a useful handle for cross-coupling reactions. Unlike its isomers, the methyl at C-2 tunes both electronic and steric properties. In many labs, researchers describe how this subtle difference guides the product through Suzuki and Stille couplings more successfully than with either unsubstituted indole or related compounds with methyls at other positions. Even among the class of bromoindoles, the placement of the methyl group at position 2 has significant impact. During aromatic substitution, this arrangement can shield the indole nitrogen from side reactions, boosting reliability in scaled synthesis.

    Making this compound isn’t simply “step, repeat, and bottle.” It takes control at every level, from reagent selection to waste stream management. Our reactors run at steady temperature constraints to reduce side bromination. If that step falters, fractions appear in the endpoint chromatography, lengthening the timeline and driving up costs. Indole families display rapid changes in reactivity with even minor backbone shifts; we’ve seen it countless times. One project demanded a higher bromo load for a late-stage Suzuki coupling. With standard indole, product conversions lagged at 30 percent. Adding the methyl at position 2 unlocked reactivity and raised the yield above 80 percent. The result turned an idea into a scalable process.

    Balancing Performance and Safety in Production

    Despite the promise 5-Bromo-2-Methylindole shows in laboratory transformations, safe production is an ever-present challenge. Brominating agents can generate toxic or highly reactive byproducts if handled carelessly. In our facilities, this means rigorous air handling, real-time monitoring, and protective equipment for teams handling open transfers. Early in our manufacturing journey, we faced an unexpected fume event traced back to a worn gasket. Quick isolation controlled the hazard, but it underscored for us the permanent need for strict maintenance every week, not every month. This vigilance supports both staff safety and material consistency; even a trace contaminant from degraded seals can compromise purity.

    We pair our technical know-how with up-to-date industry regulations and supplier traceability. A steady chain of custody for starting materials and solvents lowers the risk of rogue impurities entering production. Recent years have brought tighter EU and North American standards for process validation and record-keeping. Keeping pace means more digital integration into batch records, which, in turn, reinforces accountability for every kilogram we produce. Customers pursuing new approvals for pharmaceuticals or novel agrochemicals often tell us this transparency shaves weeks off due diligence, letting them move forward faster.

    Downstream Applications: Bridging Research and Commercial Scale

    Most researchers order 5-Bromo-2-Methylindole for its role as an intermediate. Medicinal chemists prize its broad reactivity profile—bromo at C-5 opens Suzuki, Buchwald-Hartwig, and Pd-catalyzed couplings, while the C-2 methyl resists unwanted further functionalization. This dual effect creates opportunities for targeted functionalization in the indole ring, targeting bioactive molecules. We see requests related to structure–activity relationship studies, kinase inhibitor scaffolds, and serotonin receptor modulations. Compared to other indoles, including 5-bromo or 2-methyl variants lacking one of these critical groups, it reliably gives fewer side products and higher selectivity. In peptide mimetics, the electron-rich core improves π-stacking, aiding target binding and boosting eventual candidate viability.

    We hear from materials science customers as well. They leverage this indole in the creation of organic semiconductors and dyes. The substitution pattern influences the material’s optical and electronic behavior, often producing stronger, better-tuned fluorescent signals. This supports both OLED fabrication and sensor development. In one collaboration, a technical lead described a failure to achieve satisfactory emission wavelengths with unsubstituted indole derivatives. Using 5-Bromo-2-Methylindole yielded a sharp, application-ready result that solved their long-standing materials issue.

    Comparisons to Related Compounds and What We’ve Learned

    Chemical makers all know the temptation to offer many similar products and let customers sort out the details themselves. Over time, our work with researchers clarified where 5-Bromo-2-Methylindole fills its unique niche. Its properties bridge the gap between unsubstituted indole and more heavily modified, often less accessible derivatives. Compared to 5-bromo indole, it resists unwanted electrophilic substitutions and holds up under harsher coupling conditions. Against 2-methyl indole, the extra bromo delivers essential reactivity for late-stage diversification. Even similar compounds, such as 4-bromo or 7-bromo indoles, show distinct, often less reliable behavior for cross-coupling setups, especially if steric congestion stalls catalyst turnover.

    Supply consistency marks another difference. We pride ourselves on owning the full process, which sets our product apart from materials sourced through traders or small-scale labs. Early on, we sourced intermediates externally and noticed batch-to-batch variability in reactivity and physical appearance. Color shifts, melting point drifts, and nagging downstream failures taught us to bring key steps in-house. Since then, customer feedback highlights the difference in yield reproducibility and chromatographic performance from our batches. Major pharmaceutical and academic labs value this reliability, using it as a decision driver for long-term procurement. That direct link to manufacturing gives us an edge no third-party trader can match.

    Technical Specifications Worth Mentioning

    Across all lots, our 5-Bromo-2-Methylindole meets strict purity criteria, with rigorous HPLC and NMR results reported by our chemists. The product consistently appears as a white to faintly yellow crystalline solid, free from mineral oil residues or discoloration. Melting point measurements fall within the expected range, signaling batch reliability. Chromatographic profiles confirm minimal formation of positional isomers or side-chain oxidations. Years in chemical production have taught us that fans of quick-and-dirty synthesis often find themselves wrestling with downstream issues—higher costs, uncontrolled isomerization, or outright process failure. Investing in proper specifications pays dividends for everyone in the pipeline.

    We work with academic labs, biotech startups, and established pharmaceutical firms alike. For each, the most common request centers on analytical profile and scalability. Our documentation trails address these points directly: Raw spectra, batch-by-batch transparency, and real-world impurity levels let chemists assess if our product fits their needs without guesswork. Shielding sensitive intermediates from moisture and light extends shelf life, and our packaging reflects these demands—sealed under inert atmosphere, in containers designed to prevent light ingress.

    From Lab Bench to Kilo Scale: Supporting Scale-Up

    Many compounds perform at small scale but struggle as reaction sizes increase. We structure production with this in mind. Scaling up 5-Bromo-2-Methylindole isn’t only a matter of running larger batches; temperature gradients, mixing efficiency, and product isolation become critical technical challenges at each kilo step. Our experience scaling other brominated indoles brought lessons that now guide this process: agitation speed controls, slower reagent additions, and careful solvent selection mean no unpleasant surprises as size increases. In a recent scale-up run, we collaborated with a pharmaceutical lab building pilot lots for preclinical studies. By troubleshooting their downstream issues—mainly stemming from purity and alleged “invisible” water contamination—we engineered a process that delivered both high yield and reproducibility, cutting the lead time by several weeks.

    We don’t push minimum purchase quantities on research clients, preferring to learn from their applications and scale accordingly. Customer feedback—from single gram to multi-kilo runs—loops directly into our process improvement. Engineers meet regularly with end users and R&D scientists to discuss product performance, which in turn fosters incremental upgrades to both process efficiency and analytical reporting.

    Choosing the Right Indole Intermediate for Your Project

    Working closely with chemists applying these products, we’ve developed a sense of what works—not just what’s available. It’s not enough to pick a compound from a catalog. Project aim, targeted transformation type, and reaction scale all shape the right intermediate choice. Generic indole works for some basic couplings but falters in more advanced or selective setups. Adding a bromo group opens access to more robust functionalization, but placing it without the methyl at C-2 can drag down selectivity or foster unwanted side-chain modifications during later stages. For those crafting kinase inhibitors or fine-tuned sensors, failings here show up as noise in the spectra or poor biological performance.

    5-Bromo-2-Methylindole supports a practical balance. Its structure blocks some problematic sites from over-reaction and, with careful catalyst selection, transfers energy efficiently in coupling runs. Fit for both high-throughput pharma screening and bespoke molecule creation, it holds its own compared to either more costly, multi-substituted indoles or cheaper, less predictable starting materials.

    Ongoing Challenges and Looking Ahead

    Producing niche intermediates like this means facing shifting regulatory, supply chain, and environmental demands. Brominated waste streams require advanced treatment, and customers increasingly factor environmental and social governance issues into their sourcing. We’ve taken steps to limit our environmental impact, setting up in-house reclamation and recycling systems for solvent and byproduct streams, aiming to push waste levels down year over year. There’s no shortcut for these investments but, as our partners echo, long-term sustainability beats short-term cost savings. External audits, traceable batch logs, and open-door visits form part of this ongoing commitment.

    As regulatory pressure on chemical manufacturers continues to mount, transparency and data integrity dominate the conversation. Recent introductions of digital batch tracking and in-lab QC logging have streamlined reporting and also created tools for fast corrective action. We invite partners and prospective clients for open discussions about their regulatory hurdles and project-specific requirements. Our philosophy favors collaboration over hard selling; the feedback loop tightens quality at every stage.

    Direct from Manufacturer: The Value of Production Expertise

    Working manufacturer direct grants full insight into each step, from sourcing to bottle. Unlike products that pass through hands of resellers and traders, our 5-Bromo-2-Methylindole reflects a history of feedback, troubleshooting, and real-world use. Laboratories aiming for reproducibility appreciate the subtle differences in appearance, handling, and long-term reliability that flow from hands-on, process-informed manufacturing.

    Our staff includes both synthetic chemists and plant engineers, with field experience spanning drug discovery, dyes, and electronic materials. Questions from the lab—why one batch worked better, or why a small impurity appeared at higher scales—lead to new process checks and often better solutions. Details matter on every scale.

    Summary: A Partner in Progress

    5-Bromo-2-Methylindole might read as just another line in a chemical index, but for those shaping new molecules or pursuing next-generation materials, structure and sourcing determine success. The combined technical, analytical, and practical experience we bring reduces uncertainty for every customer relying on this key intermediate. By manufacturing and supporting our products directly, we deliver not only a molecule, but the knowledge and support needed for its success in real-world applications.