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Methyl 4-Bromopyrrole-2-Carboxylate

    • Product Name Methyl 4-Bromopyrrole-2-Carboxylate
    • Alias Methyl 4-bromo-1H-pyrrole-2-carboxylate
    • Einecs 693-817-2
    • 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
    VTB
    Specifications

    HS Code

    432105

    Product Name Methyl 4-Bromopyrrole-2-Carboxylate
    Chemical Formula C6H6BrNO2
    Molecular Weight 204.02 g/mol
    Cas Number 142137-98-0
    Appearance Off-white to light brown solid
    Purity Typically ≥ 97%
    Melting Point 74-78°C
    Boiling Point No data (decomposes before boiling)
    Solubility Soluble in organic solvents (e.g., DMSO, ethanol)
    Smiles COC(=O)c1c[nH]cc1Br
    Inchi InChI=1S/C6H6BrNO2/c1-10-6(9)4-2-3-8-5(4)7/h2-3,8H,1H3
    Storage Conditions Store at 2-8°C, keep container tightly closed
    Synonyms Methyl 4-bromo-1H-pyrrole-2-carboxylate

    As an accredited Methyl 4-Bromopyrrole-2-Carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Brown glass bottle containing 10 grams of Methyl 4-Bromopyrrole-2-Carboxylate, sealed with a screw cap and labeled for laboratory use.
    Shipping Methyl 4-Bromopyrrole-2-Carboxylate is shipped in tightly sealed containers, protected from light and moisture. It should be packed in accordance with applicable regulations for hazardous chemicals, labeled clearly, and transported at ambient temperature under secure conditions to prevent leaks or accidental exposure. Proper documentation must accompany the shipment for safe handling and delivery.
    Storage Methyl 4-Bromopyrrole-2-Carboxylate should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area, away from direct sunlight and incompatible substances such as strong oxidizers. It should be kept at room temperature and protected from moisture. Proper chemical labeling and secure storage are essential to prevent contamination or accidental exposure.
    Application of Methyl 4-Bromopyrrole-2-Carboxylate

    Applications of Methyl 4-Bromopyrrole-2-Carboxylate in Industrial Manufacturing

    Methyl 4-Bromopyrrole-2-Carboxylate serves as a specialized intermediate in advanced chemical syntheses for the pharmaceutical, agrochemical, and fine chemical sectors. Through direct collaboration with end-use manufacturers, we enable efficient downstream integration and reliability in quality control. The following application scenarios detail the specific roles of this raw material in industrial manufacturing workflows.

    1. Synthesis of Pyrrole-Based Pharmaceutical Intermediates

    Pharmaceutical manufacturers use this compound as a key building block in the synthesis of active pharmaceutical ingredient (API) intermediates, especially for molecules in the anti-infective and oncology segments. Its unique bromopyrrole moiety supports targeted halogenation and subsequent coupling steps in proprietary reaction pathways. Operations implement tight control of residual solvents and by-products at each extraction and crystallization stage, supporting both upstream process integrity and downstream final API purity.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 210/211: CGMP for Finished Pharmaceuticals
    • European Pharmacopoeia (Ph. Eur.) relevant monographs
    • ISO 9001:2015 for consistency and traceability in supply chain

    Typical usage ratio

    • Typically 1.0-2.5 molar equivalents as a coupling substrate, depending on target intermediate and yield optimization criteria

    Downstream process integration

    • Introduced in halogenation and cyclization synthesis steps following initial pyrrole functionalization
    • Processed under controlled heating and base addition in closed reactors to manage halide release
    • Integrated into multi-step synthetic routes toward complex APIs by direct condensation or amidation reactions

    Final product types

    • Anti-tumor active pharmaceutical intermediates
    • Broad-spectrum antibacterial agent precursors
    • Pyrrole-based CNS-active drug intermediates

    2. Manufacture of Brominated Agrochemical Intermediates

    This compound functions as a bromine donor in the preparation of pyrrole-containing intermediates essential for modern crop protection agents. Agrochemical processors require high-purity input to ensure compatibility with downstream halogen exchange and ester hydrolysis chemistries. Quality assurance protocols focus on minimizing residual starting material to prevent carryover into the final active pesticide formulations.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • ISO 17025 for chemical testing laboratories
    • REACH Regulation (EC) No 1907/2006 for substance registration and supply chain safety

    Typical usage ratio

    • Concentrations range from 5% to 15% by weight in combined reaction batches, adjustable per process scale and end-use concentration targets

    Downstream process integration

    • Reacted at initial bromination or coupling stage with nucleophilic partners
    • Undergoes hydrolysis to release carboxylate for subsequent esterification or amide bond formation
    • Batched with supportive base and solvent system to facilitate selective substitution reactions

    Final product types

    • Pyrrole-derived herbicide and fungicide intermediates
    • Precursor compounds for insect growth regulators
    • Selective soil treatment active ingredients

    3. Development of Specialty Dyes and Organic Pigments

    Dye manufacturers incorporate this material in the targeted synthesis of pyrrole-based pigment cores, used in high-performance coatings and specialty inks. The brominated structure enables site-specific functionalization required for achieving consistent chromophore properties and lightfastness. Manufacturing protocols emphasize reagent precision and minimize thermal decomposition to maximize conversion yield, while downstream blending incorporates strict particle size control.

    Industry compliance standards

    • OECD Guidelines for the Testing of Chemicals (on pigment intermediates)
    • ASTM D5630 for pigment content in inks and coatings
    • EN 71-3:2019 for safety of pigments in toy and children’s product paints

    Typical usage ratio

    • Ranges from 8% to 20% by weight in reaction mixtures, adjusted per batch scale and pigment target concentration

    Downstream process integration

    • Used as a core-building block in closed-loop condensation reactions for pigment synthesis
    • Blended post-synthesis into resin carriers under vacuum drying to achieve desired dispersion in end-use formulations
    • Subjected to particle size milling and color standardization before final packaging

    Final product types

    • High-performance pyrrole-based dyes for plastics and textiles
    • Organic pigments for automotive coatings
    • Lightfast specialty inks for secure document printing

    4. Preparation of Building Blocks for Fine Chemical Synthesis

    Fine chemical producers rely on this bromopyrrole ester to create tailored intermediates for electronics, specialty polymers, and research chemicals. Its controlled reactivity enables selective functionalization, facilitating the introduction of heterocyclic motifs into high-value molecular constructs. Reaction pathways often demand anhydrous and inert conditions, with sequence automation for continuous manufacturing in kilogram-scale production.

    Industry compliance standards

    • ISO 9001:2015 for process management and traceability
    • National Chemical Inventory (China, TSCA, EINECS) for regulatory compliance in global supply
    • Responsible Care® Management System (RCMS) for safe handling and environmental management

    Typical usage ratio

    • Formulated at 3% to 12% molar ratio depending on downstream synthetic route and target product complexity; actual use determined by functional group compatibility and overall process mass balance

    Downstream process integration

    • Charged at initial step for nucleophilic substitution and/or Suzuki coupling to extend heterocyclic frameworks
    • Incorporated into semi-continuous reactors with on-line monitoring of intermediate formation
    • Final purification by multi-stage crystallization or column chromatography

    Final product types

    • Functionalized building blocks for OLED and organic semiconductor research
    • Precursor intermediates for specialty polymer backbones
    • Reference standards for analytical laboratories
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    Certification & Compliance
    More Introduction

    Methyl 4-Bromopyrrole-2-Carboxylate: A Key Building Block in Modern Synthesis

    Building on a Foundation of Quality

    Our experience as chemical manufacturers keeps us close to every step of the process: from sourcing precursors to packaging finished goods. Over time, we’ve seen how a compound like Methyl 4-Bromopyrrole-2-Carboxylate has grown in importance. Not only does its structure offer valuable reactivity—driven by the bromine at the 4-position and the methyl ester at the 2-carboxylic acid—but it also gives chemists a handle for reliable downstream functionalization. The careful choice of raw materials and meticulous control over each reaction batch shapes a product that chemists trust repeatedly for reproducibility and purity.

    Specification Matters in R&D and Production

    Lot-to-lot consistency forms the backbone of confidence for any research chemist or production specialist. We keep strict benchmarks for appearance, GC purity, melting point range, and moisture content. Years of hands-on experience have shown that impure lots lead to side reactions, color impurities, and troublesome separations. Each batch of Methyl 4-Bromopyrrole-2-Carboxylate is checked with NMR, GC-MS, and wet chemical methods—so all users can put their energy into developing their next target, instead of troubleshooting starting materials.

    The Role of Functional Groups in Synthesis

    Introducing a bromine at the 4-position on the pyrrole ring sounds straightforward on paper, but smart scalability is key. We’ve learned the hard way that even a small tweak in temperature, solvent, or oxidant type affects side product formation. Many customers work in medicinal chemistry, where late-stage functionalization—like Suzuki coupling or Buchwald-Hartwig amination—demands a high-quality bromopyrrole. The methyl ester protects against ring-opening and allows gentle hydrolysis when needed. Compared to its unsubstituted or chloro-analogs, the 4-bromo variant offers a controlled entry point for C–C and C–N bond formation.

    Versatility in Laboratories and Pilot Plants

    Pharmaceutical research, agrochemical development, and specialty material labs often look for ways to introduce pyrrole motifs into their molecules without lengthy multistep syntheses. Our methyl ester derivative offers the right balance: it stays stable on the shelf, tolerates a range of reaction conditions, yet reacts cleanly under palladium-catalyzed or metalation conditions. Graduate students and process chemists alike mention how routes based on this molecule reduce the number of protection/deprotection steps and cut down on silica gel usage. Even in continuous flow and scale-up projects, the bromopyrrole ester handles thermal and chemical stress with resilience.

    Comparing to Other Building Blocks

    Some labs rely on precursor chemicals like 4-bromopyrrole itself or methyl pyrrole-2-carboxylate without the bromine. Direct bromination of the pyrrole ring brings safety, regioselectivity, and purification challenges, especially in larger reactors; it complicates waste disposal and can slow regulatory approval for new processes. Our product saves valuable chemist hours that would go toward handling pungent bromine or managing exothermic reactions. The methyl ester brings another benefit: in contrast to the acid, it simplifies shipping, storage, and handling by avoiding hygroscopicity and reducing risk of unwanted hydrolysis.

    Supporting Structure Elucidation and Process Development

    NMR and LC-MS analysis on the incoming material is standard practice in many pharmaceutical companies. Inconsistent starting material blocks faster method validation and can require custom clean-up steps on pilot plant equipment. We have built our reputation by supporting structure elucidation teams with reproducible spectral fingerprints and delivering colorless, free-flowing solids. Working directly with CRO and CMO partners, we’ve found that documentation and transparency on provenance prevents surprises at the regulatory stage. When documentation is in order and impurity profiles are fully mapped, moving to the next stage of process development becomes smoother.

    Focus on Downstream Use Cases

    Several pharmaceutical pipeline teams use Methyl 4-Bromopyrrole-2-Carboxylate as an intermediate in arylation, alkylation, or cyclization series for heterocyclic drugs. Specialty material developers transform the bromopyrrole group to elaborate ligands, chiral auxiliaries, or colorants, where even small trace impurities can foul end-product performance. Crop science researchers rely on reliable halopyrrole sources to explore new bioactive agents—avoiding the hurdle of incomplete bromination or excess by-products, which can obscure SAR (Structure–Activity Relationship) analysis.

    Environmental, Health, and Safety Responsibility

    Scaling pyrrole bromination requires serious attention to hazardous waste; we've optimized our processes by using greener oxidants and in-line quenching, cutting down on halogenated byproducts. Staff are trained in preventive measures, not just compliance, because safety lessons from earlier operations continue to shape how we work. Workers regularly suggest process improvement ideas; in one instance, on-site teams flagged a minor change in crystal washing that shaved two hours off the isolation step while reducing fire risk associated with dry crusts. Consistent documentation and reviews by internal EHS committees ensure a culture where no shortcut goes unnoticed.

    Balancing Demand with Production Scheduling

    Global shifts in demand for specialty brominated intermediates cause fluctuations in lead times and logistics. Large research institutions sometimes pull forward their requirements on short notice. We keep safety inventory and raw material contracts updated, but sporadic port slowdowns or new regulatory approvals for bromine imports can offset planned schedules. By staying in constant contact with our own development and QC teams, we can flag at-risk lots even before they reach the formulation stage. Sometimes, a surge in demand means every reactor runs full tilt; at other times, we look to process intensification and campaign synthesis for cost savings and site flexibility.

    Why Direct Engagement with Manufacturers Matters

    End users often ask about source traceability and impurity origin. Intermediaries sometimes cannot provide real-time batch history or address nuances like shelf-life differences between batches. Our staff respond with direct answers—down to the level of raw material COAs and batch chromatography logs if needed. This direct chain of custody supports method development scientists; in regulated industries, it’s not just a preference, it's a requirement. By committing to feedback loops with users, we have implemented process tweaks that lower side product content or improve drying methods, because those requests come straight from the bench.

    Adaptation in Projects Beyond Pharmaceuticals

    Some clients have expanded their usage into organic electronics, using the bromopyrrole ester as a precursor for conjugated polymers. By altering work-up conditions, it's possible to maintain high purity over longer process trains. During pilot batches, stringent endpoint testing for residual solvents or unreacted raw inputs uncovered minor issues. We adapted in real time to keep specifications tight, sharing lessons learned with academic groups. In one case, feedback about solubility differences prompted us to adjust our drying protocol, leading to more consistent weighing and dissolution at outside labs.

    Chemical Stability and Shelf Life

    Methyl 4-Bromopyrrole-2-Carboxylate, as a solid, offers good stability under ambient conditions, as long as it's kept away from moisture and strong bases or acids. We recommend airtight, opaque packaging because even trace humidity can, over months, hydrolyze the ester and complicate weighing and dissolution. We've seen how esters stored under nitrogen stay colorless and odorless much longer, so all bulk lots leave our site under those conditions. Comparing ester and acid forms, methylation protects the molecule from slow degradation, so planners can stock material in advance for staggered campaigns without worrying about batch-to-batch performance drift.

    Reactivity Patterns Tailored for Advanced Synthesis

    The bromine at the 4-position enables site-selective couplings, leaving the rest of the ring untouched. In contrast, unsubstituted pyrroles may require protection and then deprotection, burning time. Maldistribution of bromine in crude products leads to isolation headaches, so we deliver material that needs no redistillation or column purification. This matters for medicinal chemistry, where dozens of analogs are synthesized each week. Direct C–H activation protocols benefit from the reactivity of our bromo ester, offering smoother entry into heteroarylation and facilitating late-stage diversification in drug libraries.

    Supporting Analytical Method Development

    From a practical perspective, availability of pure Methyl 4-Bromopyrrole-2-Carboxylate smooths out analytical method validation. Consistent UV absorption and mass spectral fragmentation patterns mean no batch-to-batch corrections in HPLC or LC-MS. We have partnered with analytical teams at multiple multinationals, assisting in transfer protocols and joint troubleshooting of minor impurity peaks. Years spent fine-tuning purification methods at production scale pay off when our customers run their own validation work.

    Ongoing Optimization and Customer Feedback

    Over time, we have worked with customers who needed changes—tighter particle size distribution, reduced unspecified impurities, or extra documentation for audits. Each feature improvement was driven not by cost reduction alone, but by feedback on how the bromopyrrole ester performed under actual lab and plant floor conditions. Communication lines remain open with end users, allowing feedback loops where performance data helps guide the next production campaign. Implementing even a minor shift in crystallization or filtration yields big differences in how easily the product integrates into high-throughput synthesis platforms or controlled-environment storage.

    Transport and Storage Lessons Learned

    Shipping sensitive chemicals presents its own learning curve. Moisture-proof containers prevent clumping, and high-barrier linings help keep air and light out. Labeling based on strict batch records—never on re-packed intermediates—speeds up receiving checks at destination labs. We ensure staff are trained to flag and segregate any lot showing physical change, like color shifts or agglomeration. Over the years, these practices have cut quality complaints to near zero, allowing our logistics team to focus on proactive, not reactive, support to R&D partners.

    Value Beyond the Label—Practical Impact

    What separates Methyl 4-Bromopyrrole-2-Carboxylate in the field isn’t just specification sheets or assay numbers. It's about reliability under real-world conditions, minimal troubleshooting during scale-up, and transparent communication on every batch. Many researchers keep coming back because clean, reproducible input speeds up discovery and reduces uncertainty in intellectual property filings. There is a story behind each successful multistep synthesis or pilot plant run: the starting material that did its job, so the chemist could do theirs.

    Direct Support for Method Transfer and Scalability

    Technology transfer isn’t an abstract idea for us—it means supporting each research site to move from grams to kilograms without nasty surprises. CROs aiming for parallel synthesis value our readiness to supply consistent, well-documented material with short lead times. Since pyrrole derivatives raise flags around oxidation and impurity buildup, regular technical reviews keep our teams focused and our processes sharp. Transparent record-keeping stands as a form of collaboration, not bureaucracy, so regulatory teams can back up every batch with confidence.

    Evolution Through Demand and Innovation

    Interest in new pharmaceuticals, electronics, and specialty chemicals pushes our own team to innovate. As halogenated heterocycles become key platforms for structure diversification, expectations around sustainability and purity rise together. Process changes that drive down waste or energy usage come not from outside pressure but shared pride in creativity and reliability. We keep our ears open to the people who use the chemistry every day—no substitute for seeing, firsthand, what helps a project move forward or slows it down.

    Choices Matter: The Manufacturer's Perspective

    Decisions made at the manufacturing level affect every step of a research or production process. Care with each lot of Methyl 4-Bromopyrrole-2-Carboxylate saves hours and dollars later, preventing failures and wasted effort. Research pipelines become more predictable when starting blocks behave consistently. Decades of accumulated experience inform each improvement, each response to a new challenge, each technical note. The compound’s success in discovery or scale-up owes much to the interplay between front-line process engineers and the bench chemists who count on each box that leaves our facilities.