|
HS Code |
546158 |
| Chemical Name | 2-Methylamino-4-Bromopyrimidine |
| Molecular Formula | C5H6BrN3 |
| Molecular Weight | 188.03 |
| Cas Number | 448933-43-1 |
| Appearance | White to off-white solid |
| Solubility | Soluble in DMSO, slightly soluble in water |
| Storage Temperature | Store at 2-8°C |
| Purity | Typically ≥98% |
| Smiles | CNc1nc(Br)ccn1 |
| Inchi | InChI=1S/C5H6BrN3/c1-7-5-8-3-2-4(6)9-5/h2-3H,1H3,(H,7,8,9) |
| Synonyms | 4-Bromo-2-(methylamino)pyrimidine |
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There’s something fascinating about niche compounds that make big differences in scientific fields. Take 2-Methylamino-4-Bromopyrimidine. For those who spend much time in a laboratory, the name may look familiar, often found in the workflow of medicinal chemistry or the toolkit of a seasoned organic chemist. Molecules like this rarely show up in splashy headlines, but their influence behind the scenes is hard to overstate.
What you get with 2-Methylamino-4-Bromopyrimidine is a molecule built for specificity. The methylamino group attached at the second position changes the chemical behavior in subtle but important ways, compared with its unmodified cousins. Then the addition of the bromine atom at position four doesn’t just sit there—it influences how this compound interacts with other reagents and, in medicinal work, how it fits into larger molecular frameworks.
Chemists see value in these changes because pyrimidine rings often act as core building blocks for more complicated molecules. Modifications at different sites on the ring especially matter, since a functional group swap can completely change how the compound acts in synthesis or biological testing. In this case, the particular arrangement on the ring gives this molecule notoriety for reactiveness and selectivity, opening up pathways not available with simpler pyrimidines.
Anyone who has worked with nitrogen-containing heterocycles knows how picky reactions can get. It doesn't take much for a reaction to stall or head off in an unwanted direction. 2-Methylamino-4-Bromopyrimidine usually joins research efforts as a strategic building block rather than a casual additive. In my own experience, this kind of molecule solves bottlenecks in synthetic routes, especially when searching for a scaffold that can take on more complex modifications downstream.
In drug discovery, where time ticks quickly and each new lead matters, this compound finds use in crafting new pharmaceutical candidates. Its bromine atom allows straightforward halogen-based coupling reactions. That makes it a bridge to more complex derivatives—sort of like swapping out a tool head for just the right purpose. Many labs lean towards this compound for cross-coupling techniques, such as Suzuki reactions, because the bromine leaves cleanly and the methylamino group offers potential sites for later tweaks.
Beyond pharmaceuticals, these structural quirks push the compound into areas like agrochemical discovery and materials science. Specialty dyes, crop protection molecules, and organic electronics have all drawn from pyrimidine analogs that begin their story with reagents just like this.
Handling compounds with both a methylamino and a bromine group often requires a bit of finesse. I’ve found that storing it in clean, dry containers out of direct sunlight is a smart move. Brominated compounds can be sensitive to light, and the methylamino group likes to pick up moisture if given the chance. In actual practice, its white-to-off-white appearance helps spot any obvious impurities or breakdown.
Choosing this structure isn’t purely about convenience. The routes for introducing further complexity start right at these existing modifications. For instance, the bromine atom marks a likely candidate for palladium-catalyzed couplings, while the methylamino group can serve as a handle for attaching specialty moieties through acylation or alkylation.
Much of the actual value here comes from reducing unnecessary steps. A well-placed amino group means synthesis can often skip some tedious protection-deprotection cycles—a common headache in nitrogen chemistry. That means less solvent, fewer purification headaches, and, ultimately, less time spent coaxing a reaction down a particular path.
So what makes this specific compound worth picking over the many other pyrimidine derivatives out there? It’s a fair question. In my lab days, choosing the right heterocycle came down to more than just what’s available at a supplier. Unsubstituted pyrimidine, for example, acts as a good base for certain routes, but it’s too simple for advanced coupling chemistry without extra modifications. Something like 2-Aminopyrimidine offers access to analog synthesis, but lacks the fine-tuned reactivity and control the bromine provides in the 2-Methylamino-4-Bromopyrimidine structure.
Even subtle differences matter, especially if you’re weighing ease of purification, reaction control, and ultimate yield. Having both a methylamino and a bromine group creates a sweet spot for certain chemistries. Not every project requires such a combination, but it makes a huge difference where you need to orchestrate controlled transformations at both sites of the ring. That’s not achievable with unsubstituted or singly substituted alternatives.
People sometimes ask, why not use the chloro-version instead? Chlorine substitutions change the electronegative environment and sometimes result in sluggish couplings or harsher reaction conditions. Bromine tends to be more accommodating under milder cross-coupling setups, which is especially useful in scale-up projects or when working with temperature-sensitive intermediates.
Applications for 2-Methylamino-4-Bromopyrimidine extend well beyond the research bench. In drug development, pyrimidines show up frequently among kinase inhibitors and antiviral agents. These targets often require creative synthetic steps before arriving at something worthy of clinical trials. A derivative like this gives chemists that extra leverage when speed and accuracy matter.
I remember one project—years spent optimizing routes to potential antitumor agents. Initial candidates stalled due to tough reactions at the core heterocycle. Once our team switched to a 4-bromo substituted pyrimidine, the reactions lifted off, and we finally saw products that moved smoothly through purification and downstream chemistry. We only discovered this after a miserable sequence of failed reactions, wasted time, and less-than-stellar yields. The lesson stuck, influencing choices in future projects that called for heterocyclic cores.
Outside pharma, these same principles carry into agricultural research. Novel pesticides and fungicides rely on efficient construction of heterocyclic systems. Manufacturers often trim costs and boost throughput by starting with building blocks that allow for late-stage modifications. Compounds like 2-Methylamino-4-Bromopyrimidine, with dual handles at two strategic sites, offer this advantage in a single step.
In newer fields like materials chemistry, specialty electronics can require precisely placed atoms to tune properties like conductivity or light absorption. Here, the pyrimidine ring opens up design possibilities, while its substituents serve as both functional and structural tools. We’ve seen organic chemists use halogenated heterocycles to create new types of polymers or OLED materials, blending chemistry’s predictable rules with the unpredictability of discovery.
Anyone working on a synthetic route faces roadblocks—unreactive starting materials, sluggish couplings, or products that resist purification. 2-Methylamino-4-Bromopyrimidine solves parts of this puzzle by offering two points of leverage. Having worked through multistep syntheses myself, I’ve found major time savings by starting with materials that let you add complexity at the very end of the synthesis. This cuts down on protecting group juggling and disaster-prone reaction setups.
In practice, the switch between a chloro- and bromo-substituted pyrimidine can spell the difference between a scalable process and a reaction best left on paper. Bromine atoms often serve as the ideal leaving group in coupling chemistry, striking a balance between reactivity and selectivity. This detail matters in the reality of a busy lab, where wasted time or blown budgets can push a project off the rails.
While it’s tempting to think of all building blocks as interchangeable, years at the bench have shown me the opposite. Each new derivative changes the way reactions flow and influences product development well before anything approaches a commercial scale. Starting with the right building block levels the odds in your favor—saving time, money, and patience.
Research never stands still. As techniques advance and questions get more complex, chemists look for more nuanced tools. 2-Methylamino-4-Bromopyrimidine fits this evolving need, letting researchers work smarter and with more precision. A big part of this comes down to time saved on experimental setup and cleanup. In one project, swapping a generic pyrimidine core for this derivative cut three steps out of an eight-step route. Everything got faster, waste dropped, and the final product quality outshined our original plan.
Learning from these experiences shapes the way I look at lab supplies. It isn't just about price or availability—it’s about what gets a project over the finish line. Researchers choosing between several pyrimidine options might overlook the advantages small changes bring, but in my experience, those differences define the outcome of ambitious projects.
With any reagent that promises reactivity and selectivity, safe handling lies at the heart of daily work. Methylamino groups can react with airborne moisture, and brominated compounds need protection from strong light and oxidizers. While I’ve always relied on standard safety measures, these reminders come from hard-earned lessons. Having a sturdy storage plan prevents unpleasant surprises, both in the storeroom and at the reaction bench.
Working in transparent glassware with good ventilation and up-to-date labeling keeps mishaps low. As much as chemistry is about reactions and outcomes, lab safety sets the tone for sustainable, reliable progress. The best outcomes stem from preparation before the bottle gets opened, clear labeling, and an honest respect for what complex molecules can do.
The journey from a basic starting material to a publishable compound or practical product stretches farther than a list of chemicals on a shelf. Each choice—a new reagent, a novel substituent—shapes results that ripple outward. 2-Methylamino-4-Bromopyrimidine’s expanded reactivity has helped labs create substances destined for the front lines of medicine or agriculture. Each new derivative opens a route for testing, iteration, and potential breakthroughs.
What stands out is that behind every useful scientific leap, well-designed starting materials serve as the quiet workhorses. Watching reactions unfold, tracking yields, sharing stories of near-misses and unexpected victories—this builds professional respect for the products that quietly earn trust over decades.
Many hurdles in laboratory synthesis come down to finding workarounds for sluggish reactions or contaminated intermediates. People often feel trapped by a bad starting material—switching to a well-chosen building block like 2-Methylamino-4-Bromopyrimidine can clear away more obstacles than hours troubleshooting failed experiments. Investment in better starting materials up front frequently reduces effort and frustration down the line.
From a procedural angle, designing synthetic plans around versatile intermediates can rescue timelines and reduce overall costs. Rather than patching holes with expensive reagents or elaborate purifications, a solid initial choice narrows possibilities to known, reliable outcomes. I’ve seen this in agrochemical leads that shaved months from go-to-market thanks to a switch in pyrimidine core.
Mass spectrometry and NMR analyses often reveal how subtle differences in substitutions change a molecule’s reactivity—and that’s only visible if the original building block provides access in the first place. If you’re running short on time, or working under the pressure of funding deadlines, these choices offer practical differences you feel on the ground.
Thinking about the way science progresses, it often comes down to a series of thoughtful choices. The compounds lining the shelves of research labs are more than numbers and chemical names—they represent opportunities or roadblocks. 2-Methylamino-4-Bromopyrimidine offers an almost surprising amount of flexibility for such a specific molecule, especially when considering future modifications or scale-up.
Creating better workflows and fewer wasted steps relies on detailed knowledge of each intermediate used. The difference between managing a complex synthesis smoothly or stumbling through failed reactions often rests on the building blocks chosen at the outset. Over the years, experience teaches that time invested in picking versatile materials always pays dividends when projects hit critical decision points.
Looking back, each impressive discovery or efficient synthesis involves moments of picking the right compound for the job. 2-Methylamino-4-Bromopyrimidine keeps showing up as a powerful choice in an expanding chemical landscape. Whether you’re driving new drug research, testing agrochemical leads, or designing materials for the next generation of applications, building blocks like this one have earned their place by simplifying complex work and making advanced chemistry more accessible.
Being able to count on reliable, thoughtfully designed intermediates isn’t just an academic concern—it’s a practical cornerstone of moving from ideas to real-world solutions. Keeping an eye on the details, learning from experience, and choosing materials wisely steer projects toward success in ways that no generic lab supply ever could.