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HS Code |
860342 |
| Product Name | 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine |
| Cas Number | 876718-46-2 |
| Molecular Formula | C6H4BrN5 |
| Molecular Weight | 226.03 |
| Appearance | Off-white to light brown solid |
| Purity | Typically ≥98% |
| Melting Point | 230-234°C |
| Solubility | Slightly soluble in DMSO, DMF |
| Storage Condition | Store at 2-8°C |
| Synonyms | 5-Bromo-4-aminopyrrolo[2,3-d]pyrimidine |
| Smiles | C1=CN=C2N=CN=C(N)C2=C1Br |
| Inchi | InChI=1S/C6H4BrN5/c7-4-1-10-6-5(12-4)3(8)9-2-11-6/h1-2H,(H3,8,9,10,11,12) |
As an accredited 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine has caught the eye of many chemists for good reason. Its unique molecular structure offers something that stands out. With a bromine substituent at the 5-position and an amino group at the 4-position on the fused pyrrolo-pyrimidine skeleton, the compound demonstrates versatility in key synthetic applications. Every time you set out to design a new heterocyclic molecule, the placement of these functional groups can open routes that other similar scaffolds can't. It speaks volumes that research teams chasing kinase inhibitors, nucleoside analogues, or fluorescent tags often start with this molecule or its close cousins. The combination of the fused bicyclic system with reactive positions speaks to possibilities, not roadblocks.
In my time working alongside both academic and industrial chemists, I've watched colleagues get excited about new heterocycles for two main reasons: either a chance to build something never seen before, or a way to improve upon processes weighed down by poor yields, tricky separations, or unreliable intermediates. 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine tends to address both. Its relatively simple yet reactive framework gives it an edge over more complex, multi-step-containing precursors.
Most practitioners who pick up a vial of this compound expect a white to faintly off-white crystalline powder, pure enough to feed into the next step without extra purification headaches. While materials vary from supplier to supplier, a real difference appears in chromatographic purity and moisture content; better batches surpass 98% purity on HPLC and stay dry in tightly sealed bottles. Fine points such as the melting point—often found near the 300°C mark—signal structural toughness. Chemists appreciate this, as batches don't need storage at cryogenic temperatures and don’t fall apart during routine handling. That means less time correcting mistakes, more time focusing on results.
Where this molecule distinguishes itself is in the balance it strikes between reactivity and stability. The amino and bromo groups can participate in Suzuki couplings, Buchwald-Hartwig aminations, and other modern cross-coupling reactions without decomposing at the first sign of a base or catalyst. In my own synthesis efforts, this predictability has always bred a sense of confidence; one can plan ambitious chemistry without having to worry about failed reactions due to fragile intermediates.
The chemical marketplace is crowded with heterocycles, each vying for attention. Yet, not all pyrrolo[2,3-d]pyrimidines are cut from the same cloth. The 4-amino, 5-bromo substitution pattern delivers a dual benefit—promoting selectivity in subsequent steps, and facilitating late-stage diversification. By comparison, unhalogenated analogues or those bearing chlorine instead of bromine may demand harsher conditions or lead to sluggish, low-yielding reactions. The position of the bromine is not a random detail; bromine offers a sweet spot between reactivity and functional group tolerance, bridging halogen exchange or direct coupling without the stubbornness sometimes observed with iodine or the sluggishness of chloride.
In day-to-day laboratory work, I’ve seen this play out during brainstorming sessions. A chemist seeking to introduce a new side chain or incorporate a fluorescent moiety faces a shorter path using the bromo derivative. That means fewer purification steps, less concern about side-reactions, and lower waste. It’s easy to trace cost savings and reductions in experimental frustration back to a smart choice of starting material. As for the amino group, it’s positioned to enable amide bond formation or nucleophilic aromatic substitution, allowing creative expansion in numerous directions.
A major source of innovation in drug discovery has been the willingness to explore new nucleobase analogues. With 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine, medicinal chemists get a direct route to analogues that mimic natural purines but with subtle changes that might convey selectivity or resistance to metabolic breakdown. The role of halogenation in medicinal chemistry has only grown in recent years, as several studies have shown improved bioavailability, membrane penetration, and enzyme selectivity in drug candidates with such modifications. Published reviews point out that over 25% of all new pharmaceuticals include a halogen atom, and bromine—while less common than chlorine—often proves more effective in fine-tuning properties.
Having worked in a group that pursued kinase inhibitors of oncology targets, I’ve seen teams turn toward 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine when conventional pyrimidines failed to yield potent, selective hits. What stood out was not just the initial promise, but the ability to rapidly iterate: one week saw bromo replaced with phenyl; the next, with cyano or alkyl side chains—all without major changes to the synthetic route. Efforts moved quickly from the notebook to the bench, to biological evaluation.
In an age where time and resources rarely align perfectly, efficiency gains matter at every step. Traditional heterocycle syntheses sometimes drag on with multiple protection and deprotection cycles. By starting from a well-functionalized core like 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine, researchers cut down on unnecessary transformations. This, in itself, promotes safety—fewer steps mean reduced exposure to hazardous reagents, lower solvent usage, and simplified waste handling. A research group looking to generate analogues for a biological screening cascade can map out short routes, aiming to produce dozens of derivatives in parallel, not just one or two unique compounds. That speeds up SAR (structure-activity relationship) mapping, which directly accelerates hypothesis-driven research.
The product’s compatibility with mainstream synthetic transformations means a chemist can employ staples of the modern toolkit: palladium catalysis, copper-catalyzed coupling, reductive aminations, and even microwave-assisted chemistry. It fits right into labs equipped for modern medicinal or materials chemistry—no need for special glassware or exotic reagents, just straight chemistry born of intelligent molecular design.
A molecule gains trust only by meeting strict analytical expectations. Over the years, I have watched more colleagues demand robust traceability—not just a purity report, but comprehensive certificates backed by NMR, LC-MS, and elemental analysis. Laboratories keen to avoid rerunning subpar reactions value the kind of transparency this brings. The best manufacturers of 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine publish clear reports—proof that no out-of-specification peaks linger, moisture is minimized, and controlled substances stay below detection limits.
In practice, this means less time wondering if an unexplained bump on the TLC plate signals a ruined batch. It means published data is easier to reproduce, and projects move forward without regular setbacks caused by hidden impurities. These practices align well with regulatory scrutiny too. As pharmaceutical guidelines tighten—particularly for residual solvents and elemental impurities—sourcing a standard that holds up to audits helps protect both science and reputation.
Not every research setting runs on million-dollar budgets. Over the past decade, online ordering and global shipping have put specialty chemicals within reach of smaller institutions and teaching labs. Entry-level chemists now have a shot at exploring challenging heterocycles—work that once might have been restricted to major pharmaceutical companies. With 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine, smaller teams can engage in meaningful inquiry, testing reaction scope and mechanism while leaning on commercially-available, high-purity starting points. This democratization matters: today’s undergraduate discovery sometimes turns into tomorrow’s breakthrough.
Having helped train students fresh to the bench, I see the importance of working with robust building blocks. A molecule like this tolerates the inevitable minor mishandling, giving beginners a better chance to learn from results instead of picking up discouragement from failed or ambiguous experiments. Reliable starting points boost confidence and skill, feeding a positive cycle of learning.
Every sector, from pharmaceuticals to materials science, faces a push for greener, more sustainable choices. 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine offers some hope in this regard thanks to its dual functionalization. By distilling essential reactivity into one molecule, synthetic routes become shorter and less demanding on resources. Green chemistry is more than a buzzword—it’s fast becoming a requirement, especially in collaborative projects that draw from shared government and private funding.
The compound’s performance in catalytic cross-coupling fits with the trend toward less wasteful, high-yield transformations. Teams can cut back on toxic metal salts and resort less often to stoichiometric reagents. Better atom economy means less hazardous garbage headed for disposal, a win for both budgets and the environment. Decision-makers overseeing workflow efficiency and sustainability benefit by adopting strategies built around multifunctional cores like this one.
No chemical is free from drawbacks. One concern raised in group discussions is sensitivity around halogenated waste, especially as regulations tighten in populous regions. Waste treatment facilities sometimes flag bromine-containing organic discard for special handling or incineration. These compliance hurdles grow in step with a laboratory’s throughput. A practical solution involves inventory controls and efficient reaction design—every brominated intermediate used with purpose, every side-product assessed for impact.
Another pain point comes from cost fluctuations tied to the wider supply chain. As demand for specialty heterocycles rises, lead times occasionally spike; those running tight schedules end up waiting or paying premium rates. At my last institution, a group solved this with joint purchasing agreements, combining orders to unlock better contract pricing and ensure a steadier flow. Forward-thinking purchasing officers stay alert for such opportunities.
Reaction optimization matters too. Some chemists still find themselves repeating old procedures with subpar results, partly because literature covering 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine is thinner than for classic purines. In those moments, research partnerships and open-source reagent sharing fill the gap. Protocol exchange and collective troubleshooting allow new, more efficient procedures to surface, boosting the toolset for all.
Biotechnology runs on the lifeblood of nucleobase analogues. I expect to see 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine show up more often as researchers develop advanced probes for imaging, modified oligonucleotides, and new classes of enzyme inhibitors. Its flexible, buildable structure puts it in contention for projects as varied as antiviral agent synthesis, next-generation gene editing, and even photodynamic therapy agents. As fields evolve, so does the relevance of smart synthetic platforms.
Veteran medicinal chemists tend to agree: the best advances happen not through wild reinvention, but through selection and intelligent reapplication of proven scaffolds. With 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine, the groundwork is set. Those wanting to chase new biological targets, assemble libraries for high-throughput screening, or simply explore chemical diversity have a trusted ally. Intellectual property strategies can also benefit—patent literature shows a gentle but steady uptick in filings involving this scaffold or its close derivatives.
Choosing the right chemical building block stands as one of the most consequential decisions in modern research. With 4-Amino-5-Bromopyrrolo[2,3-D]Pyrimidine, labs gain more than a single compound—they access a platform offering efficient entry to new bioactive molecules, advanced sensors, and innovative materials.
I’ve personally witnessed projects that sped up because a team swapped in a more suitable starting material. Time and again, success boiled down to using a well-made, reliable molecule that stood up to tough conditions and creative demands. This compound offers such reliability and adaptability. By evaluating it not only in terms of cost or theoretical reactivity but through the lens of practical experience—how it performs on the bench, how it opens new synthetic possibilities, how it stacks up in safety and sustainability—researchers can make choices that echo beyond a single experiment. In a world where each new molecule plays into larger stories of discovery and collaboration, products like this stand to shape the next generation of chemical breakthroughs.