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HS Code |
706114 |
| Chemical Name | 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine |
| Cas Number | 915921-02-9 |
| Molecular Formula | C11H8BrClN2O |
| Molecular Weight | 299.55 g/mol |
| Appearance | White to off-white solid |
| Melting Point | 82-87°C |
| Solubility | Slightly soluble in organic solvents like DMSO and methanol |
| Purity | Typically ≥98% |
| Smiles | ClC1=NC=NC(Br)=C1OCc2ccccc2 |
| Inchi | InChI=1S/C11H8BrClN2O/c12-9-8-14-11(13)15-10(9)16-7-6-4-2-1-3-5-6/h1-5,8H,7H2 |
| Storage Condition | Store at 2-8°C, protected from light and moisture |
| Synonyms | 5-Bromo-2-chloro-4-(benzyloxy)pyrimidine |
As an accredited 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine fills a spot in my lab that most compounds do not. I’ve come to appreciate what separates a run-of-the-mill intermediate from one with real staying power. Many chemists meet this molecule at different stages—some chase new kinase inhibitor scaffolds, others screen for better agrochemical leads. Either way, it keeps showing up across projects and for good reason. This isn’t by accident or legacy. Its unique arrangements of pyrimidine, halogen, and phenylmethoxy groups unlock a mix of electronic effects and reactivity. For the synthetic chemist, that means less frustration and more options. I’ve handled enough intermediates to know the ones that give you flexibility are worth a second look, even if they rarely get headlines.
On paper, the structure says plenty: a pyrimidine ring decorated with bromo at the five position, chloro at the two, and an oxygen tethered to a benzyl group at the four. Each substituent brings its own flavor to the party. The bromine and chlorine pull electron density, influencing both physical and chemical properties. That helps during electrophilic substitutions, where you want selectivity to save time and materials. The phenylmethoxy group does more than bulk up the molecule; in my hands, it often provides stability and a useful handle for further transformation. I keep coming back to this: a good intermediate doesn’t only look good in retrosynthesis—its performance on the bench is what matters. This one rarely surprises during routine workups or purifications.
Some will scan for technical specs: melting point, purity, molecular weight just north of 300, a pale solid in honest light. I respect the urge to measure, but practical results speak louder in my experience. This compound holds up to storage across seasons. It isn’t fragile. In a field where reagents sometimes degrade while you’re eating lunch, bottle stability feels like a luxury. Its solubility range makes it friendly to most workhorse solvents—acetonitrile, dichloromethane, DMF. So whether stirring up Suzuki couplings or prepping for nucleophilic substitutions, it keeps its cool. In everyday chemistry, reliability means fewer failed reactions, less wasted solvent, and an easier route to cleaner product.
I’ve seen 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine pop up from early medicinal chemistry all the way to scaled-up pilot processes. Many drug discovery teams appreciate how the substitution pattern opens doors for creative modifications. That bromo position acts like an invitation to a world of palladium-catalyzed couplings—Suzuki, Sonogashira, Buchwald-Hartwig, and more. The chloro atom at position two is less reactive, but patient work unlocks more functionalization options. These sorts of selective transformations let you shuffle in amines, aryl groups, or heterocycles, which can alter solubility, pharmacokinetics, or just help fill out a chemical library. Each advance in a project traces back to reliable building blocks. Not all candidates handle the stress of scale-up, but this one doesn’t make a fuss.
While pharma teams rely on this pyrimidine for the next big lead, the story doesn’t end there. Agricultural chemists have leaned on its framework as they devise new herbicides or fungicides with greater environmental stewardship. That core heterocycle finds utility in several proprietary crop protection lines, at least in patents I’ve read and work I’ve glimpsed at trade conferences. Polymer teams sometimes use derivatives as UV stabilizers or niche additives. I ran across discussion threads where it enabled fine-tuning of optoelectronic properties in materials science. Its versatility draws directly from the combination of aromaticity and functional handles: put to work where modular synthesis can save time or cost.
I’ve always said molecules teach lessons. This one tells you about the value of flexibility. In lab after lab, I’ve watched colleagues wrestle with intermediates that demand special tricks: rapid quenching, inert gas bubbles everywhere, hours of low-temperature stirring. The difference with 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine is real-world workability. You don’t need a glovebox. Shelf life means you can stock up without worrying whether what you use next month still works. Yield is only half the battle in synthesis—robustness and repeatability weigh just as much. Over several years, I’ve noticed teams with access to this pyrimidine move faster from idea to analog, even in crowded chemical space.
The chemical supply market loves to churn out close relatives. I’ve tested plenty: analogs with only bromine, only chlorine, or different alkoxy tails. Most look similar on a database, but practical chemistry exposes the subtleties. Some lose solubility, others react too sluggishly or too fast, and a few shift selectivity in ways that confound synthesis plans. 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine splits the difference well. It delivers halogen reactivity without the wild downsides. Unlike unsubstituted pyrimidines, it lets you steer reactions in predictable ways, which streamlines route scouting and surprises less in scale-up. Other benzylated derivatives occasionally pose extra crystallization headaches, but this pyrimidine seems to balance solid handling with ready filtration or chromatography.
No intermediate dodges every challenge. Piece by piece, I’ve seen its limits. Sometimes, trace halide impurities persist without careful washing or recrystallization. In rare cases, batch-to-batch variation can cause issues if shipped long distances under extreme weather. Purity control matters. Routine NMR checks reveal expected splits from aromatic and methylene protons—a kind of fingerprint that makes it harder to mix up with less pure material. For teams on a deadline, unexpected off-white coloration or minor byproducts can raise flags. I’ve learned to trust suppliers who show real data and keep careful records. In the long view, small differences add up; a clear supply chain and honest analytical work matter to downstream success.
Plenty of conversations with regulatory and safety officers have reminded me that the story of a chemical is more than molecules. 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine intersects with the wider world through safety standards, environmental performance, and waste management. A robust MSDS and transparent hazard profile mean that teams can prepare for safe handling, avoiding surprises in scale-up or shipment. While toxicity is relatively low compared to more exotic intermediates, gloves and eye protection form everyday habits in the lab. Managing halogenated waste keeps me thinking about greener chemistry. As industries look to lower their environmental footprint, intermediates like this one must stand up to scrutiny—both for persistence in the environment and for hazards in manufacturing side streams. Staying on top of best practices isn’t just a legal move; it creates a safer workplace and reassures regulators.
Stories are one thing; results are another. I’ve seen published data confirm that access to this pyrimidine knocks weeks off lead optimization in kinase inhibitor campaigns. A deeper dive into recent literature shows a clear uptick in the use of halogenated pyrimidines as core structures across several therapeutic areas—oncology, antivirals, even neglected disease research. Structure-activity studies reinforce what bench chemists learn over years: these functional handles offer enough points for innovation without building in synthetic headaches. Direct comparisons with halide-free or unsubstituted options make the case even clearer—limited selectivity, long reaction times, and poor crystallinity fall away. It isn’t just theory; actual project timelines get shorter, and more candidate molecules reach the next stage.
Every time I’ve run into an issue with 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine, routine adaptations proved useful. For traces of residual halide, a silica plug or quick recrystallization purges most leftovers. For questionable storage stability, keeping the bottle tightly sealed and away from direct light does the job. If purity ever falls below expectations, a careful TLC check with standard controls gives a quick answer—no guesswork needed. I’ve noticed new automated purification setups further tighten lot-to-lot consistency and reduce hands-on time. Other suppliers strengthen their quality control by adding extra HPLC and LC-MS checkpoints. Chemists working with this product benefit from sharing notes about ideal storage, preferred solvents, and common side reactions; the community tends to pool this information, making it easier for all to troubleshoot.
There’s something satisfying about seeing a molecule cross boundaries between disciplines. In academic projects, this pyrimidine’s adaptability supports undergraduate research projects just as easily as it fits into complex structure optimization at large pharmaceutical firms. It blurs the classic line between research and application—advanced students learn selectivity fundamentals while industry teams focus on output and cost. Several patent filings across Europe and Asia mention its use as a bridge toward bioactive molecule libraries. Process chemistry groups appreciate how benign the reaction conditions can be, often working in benign solvents or at moderate temperatures, which aligns with facility constraints. I’ve noticed collaboration grows smoother when teams adopt common intermediates, standardizing expectations and reducing communication hiccups.
So often, new molecules climb the charts for a few years, only to lose favor as side reactions rear up or costs climb. This pyrimidine’s continued popularity owes a lot to its track record. In several institutions, usage patterns show a steady uptick, not a boom-and-bust. Supply chains have stabilized, so procurement has grown less painful—those weeks-long gaps waiting for European or Asian shipments are dropping away. This is partly because more suppliers now manufacture at consistent quality, so the risk of major batch surprises has shrunk. Researchers bring familiarity from project to project, which keeps onboarding smoother for newcomers and builds institutional memory about best practices. This cumulative experience creates a virtuous cycle for both quality and efficiency.
Every few years, new green chemistry methods and automation platforms offer ways to improve on what already works. I’ve seen growing adoption of microwave-assisted and flow chemistry reactions with derivatives of this pyrimidine, shaving hours off reaction times. Digital platforms now let teams track how this compound performs under varied conditions, guiding route optimization and troubleshooting. As AI-generated retrosynthetic routes become more mainstream, compounds with a track record of reliability rise in value, getting locked into new libraries and virtual screening workflows. This only raises the odds that 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine remains a staple, even as new analogs vie for attention.
Like every chemist with enough years at the bench, my strongest memories come from reactions that didn’t go as planned. One batch of 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine failed to deliver during a palladium-catalyzed cross-coupling, only for us to chase down water content in the solvent as the culprit. This kind of troubleshooting reveals the importance of basics: proper drying, slow addition, fresh solvents. Spotting subtle hints—unexpected color changes, faint odors, stubborn emulsions—keeps me grounded. Sharing these screw-ups with the next generation does more for lab culture than a dozen polished seminars. Intermediate chemistry isn’t about perfection; it’s about learning to adapt, repeat, and improve over cycles.
Labs are made up of people. My own experience echoes stories from friends in both pharma and academic settings. There’s that first-year grad student feeling their way through a nucleophilic aromatic substitution, wondering if they’ve overlooked yet another cleanup step. Or the late-career scientist vouching for this intermediate in a high-stakes team meeting because they know its behavior inside and out. Even R&D managers sometimes step away from spreadsheets and visit the lab, encouraged by the consistency of certain intermediates to support new risk-taking. A well-behaved pyrimidine like this one lets teams focus on bigger questions instead of firefighting at every step.
In the real world, no intermediate exists in a vacuum. Concerns about sustainability, responsible sourcing, and process safety feed into decision-making from the first order onward. I’ve watched as more suppliers moved to recycled packaging, digitized documentation for traceability, and improved disclosures about waste treatment protocols. Those changes slow procurement only slightly but pay off over longer projects. Chemists who advocate for cleaner, safer practices help shift the industry as a whole without waiting for regulations to force the issue. In discussions with procurement and safety officers, the value of reliable, well-documented intermediates like this one comes up regularly. The more transparent the chain from supplier to bench, the more confidently teams can plan both research and compliance.
For teams starting out with 5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine, pilot small batches, document outcomes, and check each step before scaling up. Spontaneous learning outpaces any protocol—minor tweaks can make major improvements in yield or purity. Peers will often have stories about variations in supplier quality or nuances in storage that don’t show up on a spec sheet. Investing in careful analytical work before full commitment saves hassle. Shared digital notebooks and regular lab meetings help new chemists get up to speed. I’ve watched confidence grow as teams move from wariness to routine: a sure sign that an intermediate is both reliable and adaptable.
Risk can’t be eliminated, only managed. Extensive testing, transparency in documentation, and cross-team communication contribute to a healthier working environment. For anybody banking on downstream commercialization, investing in upfront quality control with intermediates like this one helps project timelines run smoother and minimizes the odds of surprises during regulatory review or scale-up. Years in the field have taught me the wisdom of consistent recordkeeping and planning for the unexpected. Reliable, well-characterized building blocks decrease the likelihood of costly rework and late-stage troubleshooting.
5-Bromo-2-Chloro-4-(Phenylmethoxy)-Pyrimidine continues to earn its place in both routine and advanced chemistry workflows. Not because of flashy literature claims, but due to day-in, day-out performance and the problem-solving culture it helps create. Each project leaves behind small notes, refined procedures, and personal connections—which all add up over time to stronger outcomes. In my own work and in stories I gather from colleagues, this intermediate rises above the crowd for its reliability, versatility, and hard-earned reputation as a mainstay in the chemical toolkit.