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HS Code |
620391 |
| Product Name | 3-Bromo-7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine |
| Cas Number | 1259039-30-3 |
| Molecular Formula | C7H3BrF3N3 |
| Molecular Weight | 266.02 |
| Appearance | White to off-white solid |
| Purity | Typically ≥ 97% |
| Melting Point | 128-132°C |
| Solubility | Soluble in DMSO, DMF; insoluble in water |
| Storage Conditions | Store at room temperature, in a dry and cool place |
| Smiles | C1=CN2C(=NC=N2C=N1)C(F)(F)F |
| Inchi Key | WIWBHUKRFFVZEQ-UHFFFAOYSA-N |
As an accredited 3-Bromo-7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | |
| Shipping | |
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Stepping into the world of chemical synthesis feels a lot like entering a workshop packed with specialized tools, each one serving a unique purpose. Among these, 3-Bromo-7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine stands out, not just for its mouthful of a name, but for the tangible ways it makes a difference in fields stretching from pharmaceuticals to advanced materials. I’ve watched this compound make its mark in countless research labs, earning respect for its structure and potential.
In my experience working alongside both synthetic organic chemists and medicinal researchers, some molecules generate a buzz when they first appear. This one’s no exception. Much of its appeal comes down to its structure, which brings together a bromo group and a trifluoromethyl group on an imidazo[1,2-a]pyrimidine core. That might sound technical, but those groups open doors to targeted applications, giving it real traction among those pushing the boundaries of modern science.
Researchers who spend their days hunting for the next promising molecule know this compound by its strategic value. It fits smoothly into synthesis pathways aiming to construct complex heterocyclic scaffolds, which often serve as building blocks for pharmaceuticals or ligands. Back in the lab, I remember seeing colleagues lean on this molecule to test new drug candidates and explore biological pathways, drawing on its tendency to react reliably under varied conditions.
What drives so much interest is the way the trifluoromethylation and bromination change the game. Both groups fine-tune the molecule’s electronics, which gives chemists more leeway when they want to adjust solubility, permeability, and metabolic stability without starting from scratch. Seasonal demand spikes in labs focused on kinase inhibition studies, and I’ve seen more than one project bank on this compound’s predictable behavior. You notice a trend: the right substitution makes the difference between a dead end and a lead candidate.
Beyond the health sciences, other technical industries lean toward this imidazopyrimidine derivative for its resonance and electron-withdrawing kicks, which often play a role in new materials or sensor designs. The fact that a single molecule can travel from medicinal chemistry to smart material engineering tells you something about its staying power.
It’s easy to overlook details like chemical structure when thinking about end results, but anyone who’s spent time working with organic compounds knows that little tweaks lead to big changes. The bromo group at the third position offers a natural handle for further functionalization. This opens the door for Suzuki or Sonogashira coupling reactions, both of which are staples in the modern chemist's playbook. That’s a big deal when trying to build libraries of compounds quickly and efficiently.
The trifluoromethyl group plays its own critical role. It influences both lipophilicity and electronic character, making downstream analogues more or less active in a biological setting or more resilient in a materials context. When paired with the imidazopyrimidine core, which itself offers rigidity and planarity, the result is a molecule that slots neatly into binding sites, resists unwanted breakdown, and gives predictable results under analytical scrutiny.
These aren’t just abstract features that look good on a spec sheet. In real practice, I’ve seen teams trim entire weeks off their timelines because a reliable starting material did what they expected in both solution and solid state. Analytical departments appreciate this, since batches turn out consistent and reproducible. For anyone who’s ever run columns late into the evening, that reliability makes long hours much less grueling.
Many might ask why this specific imidazopyrimidine variant stands out compared to related structures. A common option, 7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine without the bromo group, still shows up in many routes. Yet, in practice, missing that bromo handle can close doors. Without it, introducing new groups or tailoring electronic properties often grows more complex, demanding extra synthetic steps. More steps mean more cost, more risk, and more waste — I’ve seen projects slow to a crawl for want of this sort of direct functionality.
Compare that with compounds bearing only electron-donating groups. Some alternatives might add a methyl or methoxy in place of bromine, but these shifts guide reactivity in another direction. Electron-donating and electron-withdrawing motifs serve different masters: the selection between them must match the demands of the final application. For medicinal chemistry, the bromine offers a path to aryl or alkenyl derivatives through palladium-catalyzed couplings. That route just doesn’t exist with other substituents.
I’ve seen researchers try to force more basic imidazo[1,2-a]pyrimidines into high-performance contexts where they simply fail to reach the desired potency. The trifluoromethyl and bromo combination, by contrast, gets structures over the finish line in standard and exploratory assays. This often means fewer false starts and cleaner, more meaningful data. For time-strapped teams on tight budgets, the difference is significant.
Pharmaceutical research rarely travels in a straight line. Teams bounce between targets, side effects, and delivery issues. Yet every so often, a scaffold checks enough boxes to become a platform instead of a one-off experiment. That’s the reputation 3-Bromo-7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine carries in the circles I know.
Screening libraries built on this compound’s backbone show a higher hit rate for enzyme inhibition, particularly against kinases and phosphodiesterases. Those little victories become big news for discovery teams, who face real pressure to turn up novel leads. A few years back, a group I followed leaned on this core to access selective inhibitors with improved metabolic profiles. The team found that the electron-poor nature of the ring, complemented by strategic bromination, allowed for tight binding and straightforward metabolic profiling — a rare scenario in early-stage drug work.
It’s not just about finding a hit; it’s about finding one that survives animal models and shows up in blood plasma at useful levels. Here, the partnership between the CF3 and Br groups shines. Animals dosed with analogues featuring this substitution pattern displayed prolonged exposure and less rapid metabolite breakdown. Seeing these profiles boosts morale, since fewer compounds fall out during preclinical hurdles.
Even as new modalities like PROTACs and covalent inhibitors come to the forefront, the base imidazopyrimidine scaffold hasn’t fallen out of favor. It combines well with linker technologies, stands up to diverse reactions, and slots into proprietary design frameworks.
Material science often looks past the world of medicinal chemistry, yet more often these days, chemists blur the lines between sectors. Compounds like 3-Bromo-7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine cross over because their electron-deficient rings and robust aromatic systems allow integration into light-emitting devices, organic semiconductors, and analytic sensors.
Back in graduate school, my lab worked on sensors that responded to changes in their local environment. We needed scaffolds that endured harsh settings and still communicated key information through fluorescence or redox shifts. Standard pyrimidine or imidazole derivatives often failed, suffering from weak signals or poor stability. By contrast, derivatives with strong electron-withdrawing groups, like the pairing found in this molecule, stood up to repeated sweeps and pH shifts.
It’s not only about raw stability. When you start tweaking materials for specific uses, like OLED emitters or charge-transfer salts, you realize how crucial fine-tuned electronic properties are. The CF3 group brings powerful electron-withdrawing force, and bromination enables post-synthetic modifications, which let material scientists chase after niche properties. Whether you work with polymers or thin films, starting with a modular compound makes it easier to reach custom benchmarks without backtracking.
Even a great idea stalls if it can't bridge the gap between benchtop experiments and kilo-scale manufacture. I’ve known projects that made beautiful single grams, only to choke when tasked with providing buckets full of the same material. For this molecule, robust routes have been published and tested both in academic and industrial settings. The bromo derivative’s popularity owes something to efficiency; direct bromination at the third position avoids convoluted protection-deprotection cycles, saving both time and solvent.
Industries working under tight regulatory and financial constraints appreciate this. Fewer steps mean lower cumulative exposure to hazardous intermediates, less waste, and smaller environmental impact. Regulatory teams face less paperwork when reaction routes avoid rare or particularly toxic reagents. Batch-to-batch reproducibility remains high, with spectroscopic data agreeing across scales, and purification rarely poses a challenge. In my time supporting scale-up chemistry, these points made ongoing collaboration between R&D and production teams much less combative.
No compound glides along without a bump or two. The combination of trifluoromethyl and bromo brings with it a set of synthesis and handling quirks. For instance, care needs to be taken with metal-catalyzed coupling reactions, since the electron-deficient setup can sometimes lead to regioselectivity complications or decreased yields under careless conditions. Labs working with less experience occasionally report byproducts or incomplete conversion, especially when scaling up reactions or swapping catalysts without good reason.
Another challenge centers on cost and supply chain. Any substitution involving fluorine tends to drive up expenses — fluorinated building blocks command a higher market price. For early-stage research, these costs might be manageable, but as projects move toward downstream manufacture, procurement warriors must negotiate carefully. I’ve seen some teams hedge their bets, securing backup suppliers or even developing in-house routes to assure long-term availability.
One ongoing effort involves greener alternatives for key steps, such as using milder, less toxic brominating and trifluoromethylating agents. Just as with any sought-after chemistry, the field responds when too much solvent, heavy metal, or dangerous reagent comes into play. A wave of recent publications addresses these points, and I’ve seen a steady march toward higher atom economy and less waste. Young chemists seem especially driven to close this gap; several peers focus on batch and flow methods that reduce both the danger and the cost.
Facing up to recurring challenges has never been a matter of hand-wringing in this field. The people I work with thrive on problem-solving, whether the issue stems from supply, regulation, or waste. One approach gaining traction pivots around process intensification. Continuous flow chemistry means less downtime, tighter control over reaction profiles, and easier process optimization. Several process chemists I know tackled the bromo-imidazopyrimidine scaffold by developing flow-based bromination, replacing hazardous batch efforts and cutting down on off-spec product.
Collaboration up and down the supply chain keeps this momentum going. Raw material suppliers now engage more directly with end users, actively seeking input to anticipate needs and future-proof their offerings. In a few cases, I’ve watched suppliers roll out custom batches or make small adjustments to synthetic routes to meet the evolving regulatory and purity demands coming from pharmaceutical clients. Open lines of communication set a foundation for smoother and less risky project execution.
Educational material and knowledge transfer make a lasting difference. Years ago, new grads hit the ground with strong analytical skills but struggled with practical synthesis. Today, knowledge of heterocyclic functionalization and problem-oriented troubleshooting forms part of the curriculum in many programs. This brings up the overall skill level of the talent pipeline, easing headaches at the interface between R&D and production.
From my vantage point, tight partnerships between academic and industry players also bring payoffs. Sponsored research targets improvements in green chemistry and functional group diversity, both of which reverberate through the scale-up process. Several grants target advances such as electrosynthetic bromination or non-gaseous sources of trifluoromethyl groups — incremental improvements that, taken together, keep the field nimble and sustainable.
Every chemist I know cares about safety and sustainability — not just in words, but in day-to-day choices. For compounds like 3-Bromo-7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine, handling protocols aim for risk reduction through training and engineering controls. Although the molecule proves stable and manageable under routine use, teams still rely on best practices for storage, personal protective equipment, and waste disposal.
Downstream users in pharma and materials science likewise take stewardship seriously. There's intense scrutiny on residual heavy metals, trace solvents, and conforming to evolving environmental regulations. Routine audits, both internal and external, ensure that steps in manufacture and use align with the latest guidance. The push for compliance means that each batch gets documented thoroughly, creating a trail back to source material and synthetic history — a boost to both safety and accountability.
It’s never just about checking boxes. Knowing that each team member recognizes potential hazards, keeps workspace free of contamination, and submits fresh documentation lowers both risk and anxiety. The compound’s manageability means fewer last-minute scrambles, as teams don’t often face a steep learning curve. My experience suggests that investment in training and technology pays off quickly, feeding into smoother production and safer application.
This is a chemistry world built on the willingness to push forward, to leave behind yesterday’s limits for today’s opportunity. 3-Bromo-7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine sits squarely in that tradition — a hybrid of reliable backbone and modern substituents. I’ve watched it serve as both a starting point and a destination in projects chasing the next big leap, though always underpinned by steady advances in process improvement and safety.
Some compounds turn heads because they’re flashy or fleeting. This one draws attention because it gets the job done, over and over — in screening libraries, production lines, and materials testing bays. Its blend of reactivity, versatility, and reliability means it doesn’t just promise performance, but delivers where it matters most.
The momentum behind this molecule isn’t likely to fade. With steady work on greener syntheses, tighter supply chains, and cross-sector collaboration, 3-Bromo-7-(Trifluoromethyl)Imidazo[1,2-A]Pyrimidine will continue serving as a reminder that careful design and application drive chemistry forward. From drug discovery to material breakthroughs, the journey is far from over. The next wave of breakthroughs, in all likelihood, will build on the sturdy shoulders of molecules just like this one.