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Ethyl 5-Methylindole-2-Carboxylate

    • Product Name Ethyl 5-Methylindole-2-Carboxylate
    • Alias 5-Methyl-2-carboethoxyindole
    • Einecs 412-270-5
    • 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

    185432

    Chemical Name Ethyl 5-Methylindole-2-Carboxylate
    Molecular Formula C12H13NO2
    Molecular Weight 203.24 g/mol
    Cas Number 136221-65-5
    Appearance White to off-white solid
    Melting Point 80-84°C
    Purity Typically ≥98%
    Solubility Soluble in organic solvents such as ethanol and DMSO
    Smiles CCOC(=O)C1=CC2=C(C=C1C)NC=C2
    Inchi Key FFUWWRNBTAKPSY-UHFFFAOYSA-N
    Storage Temperature Store at 2-8°C
    Synonyms Ethyl 5-methyl-1H-indole-2-carboxylate
    Canonical Smiles CCOC(=O)C1=CC2=C(C=C1C)NC=C2

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

    Packing & Storage
    Packing The package contains 25 grams of Ethyl 5-Methylindole-2-Carboxylate, sealed in a labeled amber glass bottle for protection.
    Shipping Ethyl 5-Methylindole-2-Carboxylate is shipped in tightly sealed containers to prevent moisture and contamination. It is handled as a non-hazardous, non-flammable solid or liquid, but should be transported according to standard chemical safety protocols. Store in a cool, dry environment, and protect from physical damage during transit.
    Storage Ethyl 5-Methylindole-2-Carboxylate should be stored in a tightly sealed container, in a cool, dry, well-ventilated area away from sources of ignition, moisture, and incompatible substances such as strong oxidizing agents. Protect from light and direct sunlight. Properly label the container and ensure use of secondary containment to minimize any risk of spillage or exposure.
    Application of Ethyl 5-Methylindole-2-Carboxylate

    Applications of Ethyl 5-Methylindole-2-Carboxylate in Industrial Manufacturing

    Ethyl 5-Methylindole-2-Carboxylate serves as a critical intermediate in advanced chemical industries. Its unique substitution on the indole ring supports a limited but vital set of downstream applications in the synthesis of pharmaceutical actives, agrochemical compounds, and specialty dyes. The following sections detail real downstream uses by sector, with precise integration points across chemical manufacturing workflows.

    1. Active Pharmaceutical Ingredient (API) Synthesis – Indole-Based Drug Scaffolds

    Pharmaceutical manufacturers use this compound to construct molecular backbones for selective serotonin receptor agonists, kinase inhibitors, and other indole-derived APIs. The methyl and carboxylate substitutions provide reaction handles for downstream amidation, alkylation, or cyclization steps during multi-stage synthesis. The compound functions most commonly as a core scaffold in GMP-controlled settings, requiring strict impurity profiles and traceability through each stage of API manufacturing.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP General Chapters for Organic Syntheses (USP <2632>, <241>, <621>)
    • 21 CFR Part 211 (US FDA cGMP for Finished Pharmaceuticals)
    • EU EudraLex Volume 4 (EU GMP Guideline)

    Typical usage ratio

    • Batch synthesis: 0.8–1.2 molar equivalents as base scaffold; adjusted based on desired API side-chain derivatization steps
    • Continuous flow systems: 0.5–2.0 mol/L depending on throughput and reactor design

    Downstream process integration

    • Introduced after initial functional group protection
    • Serves as building block for carbon-nitrogen coupling or acylation
    • Undergoes purification prior to final API coupling
    • QC sampling at each synthetic stage per GMP batch record

    Final product types

    • Small-molecule psychiatric drugs (e.g., tryptamine analogues)
    • Targeted anticancer compounds with substituted indole cores
    • Selective enzyme inhibitors in preclinical development
    • Generic API intermediates for custom synthesis CDMOs

    2. Agrochemical Intermediate – Synthesis of Indole-Based Plant Growth Regulators

    Agrochemical producers rely on this indole ester to create a range of indoleacetic acid analogues and related plant growth regulators (PGRs). It functions as a protected precursor in the esterification-transesterification pathway, supporting controlled release formulation design. Stringent pesticide ingredient regulations dictate impurity limits, shelf-life stability, and quality-based use in large-scale crop chemical manufacturing.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • ISO 14001: Environmental Management Systems for chemical manufacturing
    • EPA Product Chemistry Guidelines for technical grade PGRs (40 CFR Part 158)
    • Global GHS Classification and Labelling standards

    Typical usage ratio

    • 0.3–0.7 parts by weight per 1 part active PGR substance during precursor preparation
    • Final formulation: 0.5–10% w/w, adjusted for controlled release or foliar application products

    Downstream process integration

    • Employed as protected indole moiety in condensation or selective hydrolysis steps
    • Yields downstream carboxylic acid or amide in last synthesis stage
    • Integrated into batch reactors with in-line HPLC quality verification
    • Final mixing occurs immediately prior to formulation and packaging

    Final product types

    • Auxin-type plant growth regulators and rooting agents
    • Seed coating chemical blends with indole activity
    • Chemical PGRs for field crop and horticultural application
    • Technical intermediates for registered agrochemical product lines

    3. Specialty Dye Precursor – Indole-Based Fluorescent and Biological Dyes

    Manufacturers of specialty dyes and research probes use this methylindole ester as a targeted precursor for indole-benzylidene and indole-rhodamine conjugates. Its electron-donating methyl group enhances fluorescence wavelength tunability and chemical stability in dye synthesis. Quality controls focus on trace purity, chromophore yield, and compatibility with downstream micro-labeling applications. Compliance with chemical safety and product purity guidelines remains critical for export and laboratory use.

    Industry compliance standards

    • REACH Registration (EC 1907/2006) for colorant materials
    • EN 71-3:2019 (European Toy Safety for chemical dyes in toys and instruments)
    • ISO 9001:2015 Quality Management Systems for batch dyestuff manufacturing
    • NIOSH/OSHA regulations (for worker exposure control)

    Typical usage ratio

    • 5–20% molar in preparative dye coupling reactions
    • Adjustable loading depending on desired chromophore substitution and batch dye shade

    Downstream process integration

    • Introduced after benzaldehyde or xanthene condensation as core fragment
    • Intermediate purification by column chromatography or preparative HPLC
    • Final dye bench blending and application testing
    • QC standards ensure residual starting material <0.1%

    Final product types

    • Fluorescent research probes for in vitro and in vivo labeling
    • Biological staining dyes for immunohistochemistry or cell sorting
    • High-purity laser-excitable dyes for photonics
    • Analytical reference standards for laboratory chemical suppliers

    4. Fine Chemical Synthesis – Precursor for Custom Heterocycle Building Blocks

    Producers in fine chemical sectors employ this molecule as a reactive starting material in the construction of custom heterocycles. Its chemical functionality supports stepwise modification via bromination, acylation, or Sandmeyer reactions, generating key building blocks for contract synthesis houses and electronic chemical manufacturers. Production managers optimize integration to maximize yield and analytical recoverability, tracking detailed batch records aligned with quality assurance frameworks.

    Industry compliance standards

    • ISO 9001:2015 with chemical sector scope
    • Responsible Care® Management System (American Chemistry Council)
    • ECHA/CLP regulations for custom intermediate registration
    • Internal SOP-based release criteria for batch consistency

    Typical usage ratio

    • 10–80 mmol per synthesis pathway (varies by target molecular size and downstream coupling steps)
    • Range governed by downstream substitution requirements on the indole core, typically 5–30% of total molar substrate input

    Downstream process integration

    • Charged after initial halogenation or activation phase
    • Enters heterocycle ring-closing or cross-coupling steps
    • Purified via crystallization, lyophilization, or solvent extraction
    • Ongoing in-process QC with NMR and HPLC identification

    Final product types

    • Custom chemical building blocks for combinatorial libraries
    • Advanced organic electronic materials with indole subunits
    • Non-GMP research chemicals for R&D and analytical labs
    • Fine chemical intermediates for pilot-scale electronic grade synthesis
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    Certification & Compliance
    More Introduction

    Ethyl 5-Methylindole-2-Carboxylate: Bridging the Laboratory and Industry

    A Chemist’s Introduction to Ethyl 5-Methylindole-2-Carboxylate

    Decades have passed since the first batches of indole derivatives rolled out of the reactor rooms, but each compound still brings fresh challenges and opportunities. Ethyl 5-Methylindole-2-Carboxylate stands out among these for its distinctive profile. Over the years, engineers and chemists in our plant have refined the route to this molecule, searching for ways to boost both purity and yield while minimizing byproducts that can complicate downstream use. Our close attention to detail doesn’t just happen as a matter of policy—it reflects a deep respect for the professionals and researchers who depend on us to deliver exactly what they need, batch after batch.

    Distinct Structure, Reliable Synthesis

    At its core, Ethyl 5-Methylindole-2-Carboxylate carries an indole ring substituted with both a carboxylic ester at position 2 and a methyl group at position 5. These details may appear routine after years in chemical manufacturing, but each functional group tells a story about potential transformations and applications. The precision required for regioselective substitution on the indole backbone informs the way we order steps in the reaction. By using reliable catalytic systems and carefully controlling temperature gradients, we reduce isomeric impurities and ensure a robust crystallinity with each lot.

    Manufacturing on a multi-ton scale challenges any operation to retain consistency without inflating cost or risk. The market has no patience for materials that underperform or vary between batches. Years of monitoring our reactors, tracking exotherms and impurity fingerprints, allow us to speak honestly about the reproducibility of Ethyl 5-Methylindole-2-Carboxylate produced within our walls. Raw data built up over hundreds of runs forms the backbone of our quality history, not just a checklist for audit day.

    Product Model and Specifications

    We operate several product lines where Ethyl 5-Methylindole-2-Carboxylate is available. Most customers request kilogram-scale volumes, although pilot projects occasionally call for barrel quantities. Typical purity exceeds 98% by HPLC, and water content stays below 0.2% to prevent hydrolysis. The melting point falls within a narrow window, confirmed on-site before any shipment leaves the facility. Each batch receives a full review with chromatographic and spectrometric tools to locate any persistent byproducts coming from starting materials or side-reactions. We pay special attention to carbonyl and aromatic contaminants that might sabotage a downstream reaction.

    Packaged under inert nitrogen to guard against oxidation, each container employs seals that hold up under both ocean shipping and intercontinental rail movement. Over years shipping specialty chemicals around the world, we’ve learned the hard way that a single poorly-sealed drum can set back customer timelines or spark unnecessary regulatory headaches. Every operator on our packaging floor knows the consequences of taking shortcuts—even a shipping label out of alignment can signal a lapse in discipline we simply don’t tolerate.

    Application and End Use

    Few molecules walk the line between laboratory curiosity and industrial necessity the way Ethyl 5-Methylindole-2-Carboxylate does. From years talking with formulation chemists and patent specialists, one fact stands out: researchers value this molecule for its reliable performance as a key intermediate. Many complex active pharmaceutical ingredients or fine chemicals would sag in efficiency or run into roadblocks without the clean introduction of such building blocks.

    Among its most frequent uses, cyclization reactions make full use of the indole core’s electronics. Halogenation, nitration, and alkylation can proceed at expected positions due to the directing influence of both the carboxylate and methyl substituents. We encounter requests from customers targeting heterocyclic scaffolds for rare disease research, or for the development of next-generation dyes and optical materials. In each case, the performance of Ethyl 5-Methylindole-2-Carboxylate as a substrate shapes not only the yield of final product but also the character of potential impurities.

    A common project involves the selective hydrolysis of the ethyl ester, producing the free acid without introducing breakdown to the indole ring. That transformation requires a careful hand with bases and temperature control; our own labs consult with partners to troubleshoot stubborn side reactions. Others use the compound as a starting point for Suzuki or Buchwald-Hartwig couplings, where purity and moisture control gain new urgency due to catalyst sensitivity. Over the years, in close dialogue with researchers and production chemists, we mapped the pain points that arise from poor-quality material—phosphine ligand poisoning, color impurities, mysterious slowdowns—and adjusted our process accordingly.

    Experience in a Competitive Landscape

    The specialty chemical world revolves around reliability, not just price or marketing spin. Ethyl 5-Methylindole-2-Carboxylate has seen increasing interest as the synthetic toolbox deepens and new application areas emerge. Peers in the industry sometimes cut corners or substitute cheaper precursors, but we invest in reagent integrity through long-standing sourcing agreements and real-time analytic verification. Customers who move projects from bench to pilot scale often come to us after dealing with lower-cost alternatives that failed to deliver consistent performance or raised compliance concerns during audits.

    We have tracked the rise of smaller suppliers, some operating as distributors rather than integrated producers. They may import repackaged lots sold at competitive prices. But end users regularly discover that slight differences in impurity profiles, solvent residues, or isomer content can derail weeks of development or trigger extra work in purification and analysis. From our vantage point as a direct manufacturer, hands always in the process from raw benzene to final packed material, we see firsthand the hours saved—and avoidable headaches eliminated—when a stable supply partner stands behind every drum and flask, ready to trace every scrap of material back to its origin.

    Understanding the Chemistry Behind the Name

    To outsiders, many fine chemical names sound like a string of numbers and prefixes. We feel differently. Each name captures synthetic challenges, collaborative troubleshooting, and close calls dodged. For Ethyl 5-Methylindole-2-Carboxylate, the key synthetic steps hinge on both regioselectivity and protecting group strategy. Early lab-scale runs showed that even small missteps in the choice of methylating agent or coupling reagent could trigger runaway byproducts or crash out tarry masses. Replicating these successes on plant scale meant redesigning reactors, installing new in-line monitoring, and training operators to handle unfamiliar odor thresholds and reactivity profiles.

    Over years, our development team catalogued real-world issues: solvents that seemed inert at lab scale but corroded gaskets or instrument tubing during overnight cycles; filtration problems tied to insoluble salts formed after scale-up; foaming crises solved not by exotic antifoams but by tuning stirrer speeds and addition rates. Each improvement, captured in batch records and operator notes, tangibly lifts the quality of every lot dispatched. We rarely describe these lessons in sales presentations, but our internal training references them as the true currency of mastery.

    Synthetic chemists often target this compound not as a finished good but as a stepping stone. It unlocks the door to a range of modifications: decarboxylations, amidations, or even radical couplings. In most patent filings mentioning the material, the claims focus on value-added transformations where clean separation of products depends heavily on the starting purity and physical form. By keeping extraneous material out of each batch, we help raise the bar for downstream experimentation and final product consistency.

    Lessons from the Manufacturing Floor

    Walking the plant at shift change, the rhythm of pumps and sample hoods brings to mind the practical side of chemical production: not every tweak comes from strategists or technical managers. Operators with years on the line spot shifts in crystal habit, smell trace amines or off-odors before an instrument does, and learn to predict clogged filters or stuck valves before the first pressure spike. Our crew takes raw data seriously—tracking slight deviations in cooling curves or unplanned color changes—and many refinements in the production process owe their existence to these observations. Instead of chasing remote optimizations, we rely on those closest to the reactors, blending scientific precision with lived experience.

    Safety culture grows from direct ownership. Ethyl 5-Methylindole-2-Carboxylate, with its combination of aromaticity and potential volatility under strong base or acid, demands respect. Operators receive specialized hazard training every quarter, and each process modification passes through multiple eyes before a change hits the floor. Our record draws from hard reality—not only regulatory minimums, but the memory of minor leaks, off-spec incidents, or batch reprocesses seared into the institutional memory of the team.

    Comparison with Related Indole Carboxylates

    Chemists reach for Ethyl 5-Methylindole-2-Carboxylate instead of alternatives for practical reasons. Other substituted indole esters sometimes offer similar reactivity but differ in predictability during critical steps. Variants with halogen or nitro substitutions on the indole ring present greater challenges in purification, can generate colored impurities, or resist standard hydrolysis methods. Some competitors in the market sell indole-3-carboxylates or methyl rather than ethyl esters, which show different rates in coupling reactions or hydrolysis steps. We hear feedback from formulation chemists fighting for every percent of conversion—the consistency of our ethyl 5-methylindole-2-carboxylate lets them move forward with fewer surprises or repeat tests. Many have recounted how minor differences in ester group or ring substitution can change the whole downstream cost structure, turning a reasonably priced intermediate into a costly purification headache.

    Logistics plays a part in these differences as well. Some carboxylate derivatives risk increased sensitivity to light or moisture, meaning that even short transit durations can start background degradation. Our solution has been to adapt both packaging and shipping strategies, reducing the window for such problems. Reliability here has less to do with regulatory claims or theoretical shelf lives than with accumulated evidence: batches delivered last year still provide clean spectra and reliable reactivity even after months in storage.

    Environmental Responsibility and Process Sustainability

    Any discussion of chemical manufacturing in this century must acknowledge public concern about environmental impact. In our plant, the process for Ethyl 5-Methylindole-2-Carboxylate has evolved steadily away from older, higher-waste pathways. Years ago, large-volume chlorinated solvents dominated the work-up phase. That changed after careful analysis revealed solvent waste, off-gassing, and operator exposure risks. Our engineers worked through alternatives, relentlessly stress-testing greener solvents, in-line extraction systems, and closed-loop recovery wherever possible. Step by step, waste streams fell and hazard reports thinned. Capital spending increased in the short run, but return on that investment has included fewer outages, smoother government audits, and more trust from both employees and customers.

    Waste reduction efforts also extend to byproducts. As every chemist knows, most syntheses create minor side products easily separated at small scale—but demanding at production volumes. Over time, our analytical group mapped out which steps generate the highest impurity peaks, and process controls now stop batches before off-profile drift can take over. Some non-conforming streams see secondary recovery or are routed to waste valorization programs. These choices do not come out of regulatory pressure so much as lived experience; cleaning up after an uncontrolled byproduct event quickly teaches the value of prevention over apology.

    Pushing Boundaries, Honoring Legacy

    Beneath the technicalities and process maps, manufacturing Ethyl 5-Methylindole-2-Carboxylate draws on the legacy of thousands of hours spent with glassware, reactors, and error logs. Every operator, quality analyst, and process chemist leaves their fingerprint on the story. We take pride not just in the stats our certificates of analysis report, but in how few surprises reach our partners’ benches and pilot plants. This is not about being the loudest brand, but about proving—through silence and confidence—that something worth building depends on each shipment doing the expected job.

    As new chemistries, digital tools, and mechanistic insights arrive, the core discipline remains. Producing Ethyl 5-Methylindole-2-Carboxylate on time, to spec, every time, involves habit, vigilance, and creativity. Our team holds each step accountable, recognizes every small gain in process reliability, and stays connected to those using our product in the field. Trust is not a buzzword for us; it is the net effect of all the lessons, breakthroughs, and fixes we have accumulated over years of direct practice. In a world of changing supply chains and growing technical demands, that connection between human effort, technical mastery, and respect for the end-user defines our work.