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HS Code |
842933 |
| Chemical Name | 4-Bromopyridine-2-carboxylic acid ethyl ester |
| Molecular Formula | C8H8BrNO2 |
| Molecular Weight | 230.06 g/mol |
| Cas Number | 79456-35-8 |
| Appearance | Pale yellow to yellow solid |
| Purity | Typically ≥98% |
| Melting Point | 52-56°C |
| Density | Approximately 1.53 g/cm³ |
| Solubility | Soluble in organic solvents such as dichloromethane and ethanol |
| Smiles | CCOC(=O)C1=NC=CC(Br)=C1 |
| Inchi | InChI=1S/C8H8BrNO2/c1-2-12-8(11)6-5-7(9)3-4-10-6/h3-5H,2H2,1H3 |
| Storage Conditions | Store at 2-8°C, tightly closed, in a dry place |
| Synonyms | Ethyl 4-bromo-2-pyridinecarboxylate |
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In the world of organic chemistry, small changes in a molecule can push research and industry forward in important ways. 4-Brompyridine-2-Carboxylic Acid Ethyl Ester falls into this category. Those of us who have spent years at the bench recognize the strategic weight of a pyridine ring, especially when tailored with functional groups like bromo and carboxylic acid ester moieties. There’s no marketing spin or hollow buzzword here—the value shows itself where real synthetic challenges meet the demand for greater specificity in pharmaceutical, agrochemical, or material science fields.
This compound draws early attention due to its layered functionality. The pyridine nucleus itself is a workhorse in many synthetic routes. When you tack on a bromo group at the 4-position and an ethyl ester of the carboxylic acid at the 2-position, you’re not just stacking features—you’re shaping reactivity. I’ve used similar structures in nucleophilic aromatic substitution and cross-coupling reactions, with the bromo atom acting like a flag planted for further modification. The ethyl ester at the 2-position brings a gentle handle for hydrolysis or transesterification, opening doors that a simple acid chloride can’t.
Let’s talk model and specifications for 4-Brompyridine-2-Carboxylic Acid Ethyl Ester. Chemists will usually meet it as a solid, ranging from off-white to pale yellow. Its molecular formula—C8H8BrNO2—gives it a molecular weight near 230 grams per mole. Purity matters, not as a badge of honor but because side products gum up reactions and cost you time. I’ve seen 98 percent or higher offered for most lab-grade batches, which makes life easier during purification. Some catalogues offer even higher purity for especially sensitive projects, but for most synthetic steps, 98 percent sits at the practical sweet spot.
We often chase chirality in synthesis, pivoting toward enantioselective routes with every tool available. In this molecule, you don’t start with a stereocenter, but the ethyl ester group makes a real difference when planning late-stage functionalization. I’ve noticed that labs favour the ethyl ester simply because it can be cleaved in a controlled manner, unlike bulkier or more stubborn esters. In reactions where you want to carry the group through several steps before transforming it, that little piece of real-world know-how saves days in optimization.
People ask why not just use the acid or a methyl ester instead. There’s no single answer for every process, but the ethyl group strikes a balance between chemical stability and gentle reactivity. Methyl esters can hydrolyze too quickly; direct acids may fall short in solubility or introduce problems with unwanted salt formation. In my own work synthesizing kinase inhibitors, swapping out the methyl for an ethyl group gave me a cleaner reaction profile, especially in amide bond formation. The difference shows up in both the purity of the crude product and the total yield after chromatography.
Ask a synthetic chemist for “just another heteroaromatic building block” and you’ll get an eye roll. These aren’t empty scaffolds. A compound like 4-Bromopryidine-2-Carboxylic Acid Ethyl Ester walks the line between being a synthetic handle and a versatile core. It takes skill to thread a functional group into a molecule at just the right part of a pyridine ring—the para-bromo leaves an open door for Suzuki-Miyaura or Stille coupling, which dominate modern medicinal chemistry. That’s not hand-waving; it’s backed by decades of literature and thousands of patent filings.
Med chem, process chem, and material science all have a stake in quality intermediates. I know several teams that rely on this compound for streamlined construction of more complex molecules. It can act as a starting material in multistep syntheses, especially where functional group tolerance is limited. The ethyl ester preserves compatibility with a range of coupling catalysts and basic or acidic reaction conditions that harsher, less forgiving functional groups would not survive.
From my experience, the bromo group acts as both a locking mechanism and an invitation. It “locks” certain positions against unwanted reactions, while inviting nucleophiles or cross-coupling partners in designer routes. You’re looking for precision here—an option that lets you introduce bulky side chains, push for regioselectivity, or iterate over analogues without redrawing your entire retrosynthesis. You gain time. You boost chemical tractability. You avoid running twelve pilot reactions for a single variable change.
Talking about specifications isn’t only for catalog sheets. Many bench chemists care more about behavior on the benchtop than numbers on a printout. This ester shows good shelf stability under dry, ambient conditions. In my lab, storing it at room temperature in tight containers keeps it reliable for months. Its modest melting point means you can weigh and transfer it without slowdowns—no need for ice baths or elaborate precautions. Compared to some related compounds, it doesn’t reek or require a fume hood for every handling step, which frees up real estate in a crowded lab.
These details sound minor, but workflow matters. If a product gums up pipettes or cakes inside bottles, it turns an easy step into a logistics headache. Every researcher pays attention to material flow as much as to molecular flow, and 4-Brompyridine-2-Carboxylic Acid Ethyl Ester rarely gets in the way.
While this intermediate brings a lot to the table, it doesn’t solve every problem. Cross-coupling chemistry has advanced by leaps, but those working at scale sometimes grumble about the cost or scarcity of certain functionalized pyridines. Global supply chain shocks and increasingly strict regulatory environments can both drive up lead times. I remember one project where a key batch was held up not by purity challenges, but by a breakdown in customs paperwork—what good is a perfect intermediate if you can’t get it through the door?
One solution rests with deeper integration between suppliers and researchers. As the pharmaceutical and specialty chemicals sectors grow, keeping communication lines open about demand and projected usage helps both sides avoid bottlenecks. Requesting batch-specific analytical data, or building relationships where rapid sourcing of an alternative can take place, matters as much as what’s in the bottle itself. In academia and contract research organizations, exploring routes starting from more common (and less expensive) halogenated pyridines could soften pressures from fluctuating specialty prices.
It’s fair to ask whether the brominated version offers much more than its chloro or iodo cousins. I find that bromine sits in the Goldilocks zone. It’s less aggressive than iodine, avoiding the volatility and stubborn side-products often encountered in iodinated aromatics. It’s more reactive than chlorine in standard cross-couplings, which saves time and drives up yield. Juggling reactivity versus cost, most synthesis efforts strike a happy medium with bromine on the ring.
Some labs try to cut costs by working with chloro derivatives, only to run into headaches down the line. Reaction yields sag. Analytical purification gets ugly. In my own runs, the switch to a bromo intermediate took purification from a three-step marathon to a single silica flash, with sharp, easily isolated product fractions.
Looking out onto the landscape of drug discovery, the need for robust, versatile intermediates shapes the pace of exploration and lead optimization. A practical intermediate like 4-Brompyridine-2-Carboxylic Acid Ethyl Ester slots neatly into streamlined workflows. In one project synthesizing kinase inhibitors with multiple heteroaromatic cores, using this ester variant allowed me to cut down protection-deprotection gymnastics, keeping functional groups in play while moving between chemistries. I’ve also seen the same core pop up in development programs for plant protection and advanced pigments, where design flexibility scores points over brute-force synthesis.
What sets it apart from less functionalized pyridines or bulk commodity intermediates? You get targeted reactivity that doesn’t demand a clean slate at every turn. I’ve worked in teams where swapping in lower-functionality intermediates led to more steps—and more chances for something to go wrong. Getting that extra “kick” from the bromo and ester functionalities keeps options open both for late-stage diversification and fast, iterative analog development.
For anyone running a lab or managing a pilot plant, the practical side runs deeper than catalog descriptions. Supply predictability and regulatory status can make or break a project. Handling a molecule with several reactive groups means taking routine precautions—wear gloves, avoid open flames, check local compliance rules. The reality on the ground is that regulatory rules move quickly. What was routine import three years ago may now face tighter restrictions, especially as global green chemistry guidelines evolve.
I’ve seen larger firms begin investing in more sustainable synthetic methods—greener solvents, less halogen waste, stricter purification byproducts. The aim grows clear: produce intermediates like 4-Brompyridine-2-Carboxylic Acid Ethyl Ester at industrial scale without racking up regulatory headaches or environmental footprints. That’s not a luxury—it’s fast becoming the norm. Some intelligent process modifications use safer brominating agents, capture halogen byproducts more efficiently, and keep water, air, and waste emissions within current regulatory windows.
The dialogue between demand and responsible production keeps the field moving. Just as I check batch analytics and supplier provenance, it’s becoming routine to ask about process sustainability upstream. Teams that adopt greener processes—and communicate those improvements—stand out to buyers as much as to regulatory authorities.
Not long ago, a push for new antimicrobial candidates pulled me into a project spanning three continents. We needed a set of 2-carboxylic acid esters with various heteroaromatic rings, all with functional handles for late-stage attachment. Our top candidate required a clean bromine near the ring’s para position—a feature that demarcated hits from misses in biological tests. Initially, sourcing high-purity intermediates threatened to slow things to a crawl, but our usual vendor streamlined their batch process, delivering material within a week. The project hit its milestone and the team avoided expensive re-tooling.
Stories like this repeat wherever fast-moving R&D needs reliable, purpose-built starting materials. For a molecule as deceptively simple as 4-Brompyridine-2-Carboxylic Acid Ethyl Ester, what counts isn’t glamorous chemistry or rarefied applications—it’s the day-to-day ability to streamline synthesis, avoid avoidable purification bottlenecks, and cut costs while broadening the range of structures you can access.
Supply chains for specialty intermediates reward long-term planning and transparent communication. Instead of chasing after the latest catalog launches, teams that build relationships with suppliers lock in priority access, sometimes benefitting from batch reservation or custom synthesis. Periodic review of synthetic routes—a routine part of process chemistry—offers a way to catch opportunities for swapping in more available or safer intermediates.
Industry and academia keep driving for next-generation reagents that do more with less. Green chemistry targets less hazardous reagents, higher atom economy, and flexible, scalable syntheses. So far, the evolution of pyridine intermediates like this one reflects real progress. Some suppliers document greenhouse gas emissions, solvent handling, or incorporate biosourced raw materials. The trend points toward broader adoption of energy-efficient production methods and safer bromination techniques, especially as regulatory and economic pressures tighten.
After years in both small-scale research and development labs and larger pharmaceutical pilot plants, I’ve noticed that the biggest value in a compound like 4-Brompyridine-2-Carboxylic Acid Ethyl Ester lies in how it streamlines decision-making. When every new route or analog calls for flexibility, compounds that combine stable handling with wide reactivity get selected over and over. They become mainstays not from hype, but from their ability to cut through synthesis clutter.
You won’t see this molecule featured in glossy marketing campaigns, but you’ll hear bench chemists and process leaders talk about it as a problem-solver. It’s become a reliable link in the chain, supporting the kind of research that leads to new drugs, agricultural solutions, and smart materials. Adjustments in ring functionalization push back on unexpected obstacles, and small changes in reactivity—from replacing a methyl with an ethyl ester, or chlorine with bromine—let researchers pivot without scrapping months of work.
The chemistry market’s shifting tides call for materials that balance customizability with practicality. As regulatory pressure, costs, and synthetic ambitions rise together, reliable intermediates like this one keep labs moving, keep mindshare open, and support iterative development at every project stage. I see a path where continued dialogue between product developers, suppliers, and research teams drives higher standards, more transparent quality data, and cleverer approaches to sustainable sourcing.
In the end, 4-Brompyridine-2-Carboxylic Acid Ethyl Ester owes its track record to adaptability and hard-won reliability. Where process chemists and researchers need more than an inert scaffold, it delivers both reactivity and stability, supporting efficient synthesis with fewer headaches. That’s not just a byproduct of chemical structure; it comes from a fit between design and real-world needs—a good outcome not just for labs, but for every layer of the research pipeline built on small, smart decisions.