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HS Code |
757311 |
| Cas Number | 1353706-90-1 |
| Molecular Formula | C6H7BrN2O |
| Molecular Weight | 203.04 g/mol |
| Iupac Name | 3-bromo-2-methoxypyridin-4-amine |
| Smiles | COc1ncc(N)c(Br)c1 |
| Appearance | Off-white to pale yellow solid |
| Solubility | Soluble in organic solvents (e.g., DMSO, methanol) |
| Purity | Typically ≥ 98% |
| Storage Condition | Store at 2-8°C, protect from light and moisture |
| Synonyms | 2-Methoxy-3-bromo-4-aminopyridine |
| Inchi | InChI=1S/C6H7BrN2O/c1-10-6-5(7)4(8)2-3-9-6/h2-3H,1H3,(H2,8,9) |
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3-Bromo-2-Methoxypyridine-4-Amine stands out in the ever-growing library of specialized reagents used throughout synthetic organic chemistry and pharmaceutical research. Having worked in a lab that explores different analog development and structure-activity relationship studies, I can tell you that finding a truly unique substitution pattern like this one can make all the difference in a project’s progression. We often need heterocycles that offer a mix of electronic influence and functional group compatibility—this compound brings both, which means a smoother path from design to synthesis.
The structure marries a bromine atom, a methoxy group, and an amine, all positioned on the pyridine ring in a pattern not commonly encountered. This substitution at the 3, 2, and 4 positions, respectively, shifts the electron density around the ring, crafting a building block with unique reactivity. The typical molecular formula for this compound settles in at C6H7BrN2O, and operators will see a molecular weight in the ballpark of 203.04 g/mol. Chemists often rely on liquid chromatography or NMR to verify its purity before employment. Keeping a fresh stock in opaque glass bottles, shielded from moisture, usually preserves its quality. From the bench, I’ve learned clarity on specifications saves time; you want your intermediate to react as planned, not introduce side products that take days to separate. It’s that reliability researchers prize in a compound like this one.
Most pyridine derivatives in circulation either carry single substitutions or pairings that don’t disrupt the aromatic system quite so completely. Here’s where 3-Bromo-2-Methoxypyridine-4-Amine carves a space of its own. Synthesis with this option can guide electron flow, tweak nucleophilicity, and offer unique coupling opportunities. For example, swapping in a bromine at position 3 instead of sticking it at a more common spot such as 2 or 4 means you get a very different set of reactivity—they call it regioselectivity in the trade, and this impacts every downstream choice you make. Being able to start from a commercial chemical with unusual substitution helps avoid multi-step syntheses that eat up weeks of time and mountains of solvent. There’s nothing like reaching for an off-the-shelf option that skips the hard labor, letting researchers focus on real discovery.
In my own experience, the biggest advances in drug design often spring from remodeling the core structure of a molecule—not just changing the decorations on the outside. 3-Bromo-2-Methoxypyridine-4-Amine provides med-chem teams with a launching pad for exploring new leads. Once you have this core, Suzuki-Miyaura cross-couplings can be run to install aryl or heteroaryl groups in the 3-position, thanks to the labile bromine. Medicinal chemists can also exploit both the methoxy and amino groups for further derivatization, such as converting the amine into a urea or sulfonamide, or demethylating the methoxy group under controlled conditions. These kinds of transformations expand access to chemical space, helping teams chase down more active or more selective compounds.
In agricultural research, this heterocycle has value when tied onto scaffolds that control pests or support plant growth. New agrochemicals often depend on having both lipophilicity and water solubility, achieved by mixing up electronic donors and acceptors on the same aromatic ring—exactly what this building block provides.
Polymer chemists sometimes hunt for aromatic heterocycles to embed in their macromolecular backbones. The different electronic environments bestowed by the methoxy and bromo substituents influence conjugation and solubility profiles. 3-Bromo-2-Methoxypyridine-4-Amine’s cross-coupling potential means it fits into custom polymer synthesis, like in OLED materials or solar cell prototypes. From consumer electronics to basic research, this compound’s flexibility expands the problem-solving toolkit.
Many pyridine-amine derivatives arrive with just a single point of diversity; maybe they’re methylated at one position, halogenated at another, seldom both. Choices like 2-Aminopyridine or 4-Bromo-2-methoxypyridine have found uses over the years, but they don’t allow for double-pronged reactivity. With three active groups on one molecule, 3-Bromo-2-Methoxypyridine-4-Amine offers more transformation strategies right out of the bottle. This means anyone trying to assemble complex scaffolds can push reactions in more directions, test new ideas for selectivity, or speed up SAR campaigns. In my own projects, building in parallel saves weeks—options like this multiply the available chemical “moves,” cutting down on trial-and-error.
Batch-to-batch consistency helps, too. If you’ve been stuck troubleshooting a reaction because a reagent batch turned yellow or stubbornly refused to dissolve, you appreciate straight-shooting compounds that behave predictably every time. Reliable vendors ensure each lot meets rigorous identity, purity, and stability checks. Synthetic chemists, formulation scientists, and process engineers all depend on trust in this consistency. I’ve seen whole weeks lost to variable reactant performance; a solid performer becomes indispensable in a fast-paced lab.
It’s no secret that moving from milligram to kilogram scale can make or break a product development effort. The structural design of 3-Bromo-2-Methoxypyridine-4-Amine means its synthetic routes often use commonly available reagents, reducing the environmental burden as well as variable cost inputs. Modern process chemists eye green chemistry metrics—atom economy, waste reduction, use of less hazardous solvents—when scaling up. Having a molecule set up for efficient cross-coupling or derivatization steps lowers the use of toxic metals or excess reagents, compared with some heterocycle syntheses which rely on older, messier tricks.
Academia and industry alike need to watch out for regulatory restrictions around hazardous substances, especially as future frameworks tighten. The use of brominated aromatics stays highly regulated, yet an increasing number of method developments focus on controlling release and minimizing persistent waste. Commercial manufacturers that adhere to high purity standards, batch traceability, and established waste management protocols support the responsible use of this molecule in the lab and the plant. As a researcher, being able to trace the supply chain back to a compliant facility takes some of the risk and stress out of procurement decisions.
Some chemists wonder if extra substitution brings extra complexity. Additional functional groups can trigger competing reactions or knock yields down if the conditions aren’t adjusted—something I’ve encountered when optimizing a recalcitrant cross-coupling. Sometimes, the methoxy or amino groups compete with the bromo group in metal-catalyzed reactions. Knowing this risk, chemists have options: pick alternative catalysts, tweak the base, or modify temperature cycles to push the right pathway. Labs that standardize their reaction screens and analytical checks reduce the risk of unwanted byproducts and keep their research programs moving.
Solubility can also present challenges, as with most heterocyclic amines. Each project comes with unique solvent compatibility needs; sometimes the methoxy group improves solubility in organic solvents, sometimes it doesn’t. Teams working in water-based systems may consider protecting the amine in a first step, improving process throughput and recovery. A thoughtful approach to solvent selection using real-world testing rather than relying on catalogs or generalized data makes all the difference—practical chemists know that actually running the reaction, instead of assuming a solvent will work, prevents scale-up disasters.
Having spent years in closely-regulated laboratories, I value clear, actionable safety protocols over lengthy abstracts about potential hazards. 3-Bromo-2-Methoxypyridine-4-Amine, with its halogen and amine content, can be sensitive to both moisture and heat. Scientists should minimize direct handling, wear gloves, and work under a fume hood to catch any stray vapors. Materials with bromine can release irritating odors if poorly managed, but adhering to good bench chemistry—keeping bottles well-sealed, dispensing with dedicated spatulas—reduces both risk and waste.
Waste from brominated compounds deserves careful treatment. Rather than dumping solutions down the drain, teams should store them in labeled, segregated waste containers for coordinated removal. Many labs now integrate small-scale solvent recovery or incineration partnerships to handle hazardous outputs more responsibly, something that not only keeps the workplace safe but also meets tightening regulatory standards. Training new lab workers in these routines from day one helps maintain both safety and stewardship.
In pharmaceutical and agrochemical R&D, scientists swim in a sea of candidate molecules. Having a distinctive building block like this one, with all its structural elements already in place, lets discovery efforts focus on novel biological testing instead of basic synthesis. Having personally managed project teams, I’ve seen how projects thrive when chemists can turn over analogs quickly. A reliable supply of complex reagents drives inquiry faster, allowing SAR cycles to move in real time—critical for breakthroughs that depend on speed or early IP control.
With NMR-confirmed purity, precise mass spectrometry values, and a clearly characterized synthesis route, teams can trust the data they generate. Mistakes in stock identity cripple results—translating to wasted weeks, loss of confidence, or regulatory audit headaches. The best labs keep rigorous acquisition records, run parallel checks, and share results transparently. This discipline lets them spot an outlier lot at a glance and chase up supplier data well before a compound ever touches a biological test.
The pace of modern science means the tools available tomorrow may outclass those available today. A few years back, pyridine derivatives were chosen only for their simple substitution patterns and tidy reactivity; today, the demand skews toward more decorated rings that deliver diversity in biological interaction profiles. As the next-gen machine learning algorithms start filtering through chemical libraries, having unique chemical signatures like that of 3-Bromo-2-Methoxypyridine-4-Amine ensures research programs explore untapped regions of chemical space. Higher diversity in screening translates to richer lead series, fewer patent collisions, and ultimately, new therapeutics or agrichemicals that treat problems better.
As more academic and industrial partnerships open up, the flexibility gained by deploying multi-functional building blocks creates both opportunities and pressure. Teams want more “off-the-shelf” tools, but demand steady performance and robust support data. What stands out to me is the shift away from pure catalog shopping, moving toward partnerships where chemical suppliers act as problem-solvers, not just vendors. Supplying lots with full spectra, up-to-date stability reports, and batch-specific data elevates everyone’s results. Researchers benefit from transparency, time-savings, and the freedom to innovate without carrying legacy risks from the supply side.
For chemists and innovators across pharmaceuticals, agriculture, and materials science, 3-Bromo-2-Methoxypyridine-4-Amine brings more than a new functional group. It represents a way to break out of old ruts—offering clean, adaptable chemistry that responds to the challenges of the next decade. I’ve seen time and again how breakthroughs spring from new combinations and unique substitution. Tools like this compound, with its unusual pairing of bromine, methoxy, and amine, push boundaries. Having this in the toolkit doesn’t just grant more options for current reactions; it nudges whole teams to challenge prior assumptions, test bolder hypotheses, and ultimately move beyond incremental steps.
Chemistry builds the foundation for tomorrow’s solutions, piece by piece. Choosing advanced, thoughtfully-designed building blocks speeds the steps between idea and finished product. By trusting molecules with both versatility and consistency, modern researchers can lift their work—whether it’s chasing an elusive new drug, engineering a hardier crop, or building better consumer tech—out of the slow lane and toward genuine impact.