|
HS Code |
486555 |
| Product Name | 6-Aminopyridine-3-boronic acid |
| Cas Number | 875446-37-0 |
| Molecular Formula | C5H7BN2O2 |
| Molecular Weight | 137.94 |
| Appearance | Off-white to pale yellow solid |
| Purity | Typically ≥97% |
| Melting Point | 220-230°C (decomposes) |
| Solubility | Soluble in DMSO, slightly soluble in water |
| Storage Temperature | 2-8°C (refrigerated) |
| Synonyms | 3-Borono-6-aminopyridine |
| Smiles | B(C1=CN=C(C=C1)N)(O)O |
| Inchikey | LQQNCIFNBKVCEV-UHFFFAOYSA-N |
As an accredited 6-Aminopyridine-3-boronicacid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 6-Aminopyridine-3-boronic acid, 5g: Supplied in a tightly sealed amber glass bottle with hazard labeling, desiccant-packed for moisture protection. |
| Container Loading (20′ FCL) | 20′ FCL container safely loads 6-Aminopyridine-3-boronicacid in sealed drums, protected from moisture, with proper labeling and documentation. |
| Shipping | 6-Aminopyridine-3-boronic acid is shipped in a tightly sealed container to prevent moisture exposure and contamination. It is packaged according to international regulations for chemical transport, labeled with hazard and handling information. The chemical is typically dispatched via ground or air freight with appropriate documentation and tracking to ensure safe delivery. |
| Storage | 6-Aminopyridine-3-boronic acid should be stored in a tightly sealed container, protected from moisture, light, and air. Store at a cool, dry place, ideally at 2–8 °C (refrigerator) for optimal stability. Ensure good ventilation and keep away from strong oxidizing agents. Label the container clearly and consult the safety data sheet for detailed handling and storage guidance. |
| Shelf Life | 6-Aminopyridine-3-boronic acid typically has a shelf life of 2 years when stored in a cool, dry, and dark place. |
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Purity (98%): 6-Aminopyridine-3-boronicacid with 98% purity is used in Suzuki coupling reactions, where it ensures efficient cross-coupling yields. Melting Point (175-178°C): 6-Aminopyridine-3-boronicacid with a melting point of 175-178°C is used in medicinal chemistry syntheses, where it provides thermal stability during multi-step reactions. Molecular Weight (136.95 g/mol): 6-Aminopyridine-3-boronicacid at 136.95 g/mol is used in library compound design, where precise molecular mass enables reliable scaffold modification. Particle Size (<50 μm): 6-Aminopyridine-3-boronicacid with particle size below 50 μm is used in automated parallel synthesis, where fine dispersion promotes homogeneous reactions. Stability Temperature (up to 60°C): 6-Aminopyridine-3-boronicacid stable up to 60°C is used in high-throughput screening processes, where it maintains integrity under elevated conditions. |
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Chemists try every day to push the boundaries of what’s possible in the lab, both to explore new science and to bring practical advances that improve lives. One molecule that keeps turning up in innovative research circles is 6-Aminopyridine-3-boronicacid. Whether you’re in the world of pharmaceuticals or fine chemicals, you know that sourcing building blocks that open up synthetic options can make or break a project. This compound, with its boronic acid attachment and functional group at the pyridine ring, offers a key advantage that’s more than just theoretical.
The structure of 6-Aminopyridine-3-boronicacid brings together a pyridine core—well-known for its value across multiple drug discovery programs—with an amino group and a boronic acid. For chemists who spend days tweaking syntheses or staring at retrosynthesis trees, this one packs a punch. The placement of the amino group at position 6, with the boronic acid at position 3, means direct access to unique reactivity and the potential for diversity-oriented synthesis. You find that this dual functionality isn’t easy to replicate elsewhere. This configuration allows for cross-coupling reactions and a wide set of modifications, offering synthetic freedom you just can’t get using more conventional choices.
While plenty of boronic acids crowd reagent catalogs, not many bring the same blend of stability and reactivity. Some boronic acids tend to be finicky, struggling through standard purification or suffering from low yields in coupling routines. I recall trying a few similar molecules with the boronic acid at less favorable positions, only to see sluggish reactions and byproducts pile up. The 6-amino group, when present, seems to support better electron flow, helping reactions finish with fewer surprises. Reliable performance in Suzuki–Miyaura couplings stands out. You often get clearer conversion, with fewer purification headaches, especially compared to pyridines lacking the amino side chain.
Drug development teams pick up on these differences quickly. Medicinal chemists constantly look for structures that help them build out compound libraries with real-world potential. While plenty of books describe the theoretical reasons, in practice, you need a building block that works under typical laboratory conditions. 6-Aminopyridine-3-boronicacid fits into the sweet spot for library synthesis. Substituted pyridines carry a rich history in pharmaceuticals, with names like isoniazid and other heterocyclic drugs carving out success stories. By adding the boronic acid group, chemists move past carbon–carbon coupling hurdles, opening up a broader scope for analog design.
Some research teams have shared how 6-Aminopyridine-3-boronicacid speeds up access to kinase inhibitor cores thanks to its compatibility with a range of aryl halides in Suzuki coupling. Those who develop central nervous system drugs often go for pyridine scaffolds and benefit from an amino group at position 6, which impacts binding profiles. The boronic acid moiety unlocks pathways to molecules not possible using amines or halides alone. Scientists working on diagnostics, agrochemicals, and advanced materials also find new possibilities here, especially once they realize the boronic acid isn’t just a reactive handle—it lets you explore unique binding properties, as seen in some boron-rich bioactive agents.
I’ve seen firsthand what happens when a promising reagent falls apart due to inconsistent specs. Often, the issues come down to purity, moisture content, or plain old instability. 6-Aminopyridine-3-boronicacid, when sourced with at least 97% purity and properly dried, tends to hold up through storage and use. Most packages come as white to off-white powders, making it easy to spot contamination or decomposition. Melting points usually land close to published values, helping confirm identity before larger batch runs. Those aiming for repeatable, high-throughput chemistry appreciate these details since unreliable materials can waste weeks.
Handling stands as another point chemists love to discuss. 6-Aminopyridine-3-boronicacid does not release unpleasant fumes, and once you’ve weighed it out, there’s no sticky mess. Boronic acids sometimes suffer from air or moisture sensitivity, but this compound usually avoids rapid degradation during benchwork. It simplifies reaction setup in metal-catalyzed couplings—perhaps the most common use for boronic acids—and sidesteps headaches that often crop up with less stable analogs.
Past approaches to building pyridine scaffolds leaned heavily on direct substitution or tedious multi-step syntheses. With 6-Aminopyridine-3-boronicacid, you skip over some of those barriers. Instead of circuitous routes, this compound makes it possible to install both an amino and a boronic acid group with minimal drama. In my own time working with heterocycles, using well-defined boronic acid reagents seemed to improve reaction times, save money, and make scale-up less uncertain.
Many modern labs set up automated platforms for reaction optimization and library construction. 6-Aminopyridine-3-boronicacid transitions well to this kind of workflow. Automated dispensers and robotic arms can handle the powder without excessive clogging or special atmosphere protection. Reaction partners—like aryl bromides or iodides—react efficiently under palladium catalysis. This cuts down on the need for protective groups or slow deprotection steps, which used to dominate old-fashioned synthetic plans.
Subtle differences separate the winners from the benchwarmers. For example, 3-aminopyridine boronic acid or 2-aminopyridine boronic acid just don’t bring the same electronic or steric attributes. The position of functional groups on aromatic rings shapes not only yields but downstream properties, such as solubility or ability to bind target biomolecules. I remember a project stalling out because a competitor product produced sticky residues and forced extra column chromatography, burning through solvents and patience. Those who switched to 6-Aminopyridine-3-boronicacid noticed sharper product spots on TLC and tighter fractions on silica, confirming that not all boronic acid reagents perform the same.
The balance between ready reactivity and stability gives this compound an edge, especially when compared to halogenated pyridines or pyridyl halides. The boronic acid delivers a more predictable coupling partner for transition metal catalysis, often beating out related options for yield and purity. More importantly, in bioconjugation or multi-step assembly, you need reagents that don’t introduce extra complications. Those who insist on consistency often become long-term converts.
In cancer research, one team explored a new kinase inhibitor lead by coupling 6-Aminopyridine-3-boronicacid with a set of aryl chlorides, moving from hit to lead in record time. Their synthesis skipped three steps previously needed with traditional halogenated pyridines. Analytical data showed improvements in both crude and purified yields. The saved resources allowed them to redirect funds toward wider screening.
On another front, synthetic biologists have started experimenting with boron-rich compounds in sensor development, betting on the selective affinity these molecules show for ribose or other sugars. The pair of functional groups in 6-Aminopyridine-3-boronicacid makes it versatile in these new bio-applications, where mild conditions and reliable transformations are valued. The compound’s predictability means it slides smoothly into automated workups and lets researchers spend more time on design, less on reworking procedures.
Some chemicals bring a suitcase of handling rules, chilling reactions, or fussing over storage. 6-Aminopyridine-3-boronicacid usually avoids those pitfalls. Most researchers store it in tightly sealed bottles at room temperature, away from rising humidity. In climates where summers grow damp, a desiccator or low-temperature storage helps preserve shelf life, but the compound itself rarely demands glovebox-level protection. Once opened, a typical bottle delivers consistent results over months, as long as moisture and direct sunlight stay controlled.
During lab sessions, the powder doesn’t clump or fluff excessively, letting you keep batch prep neat. There’s little trace of dusting in the air, which is welcome news for those who dislike PPE overkill. In my own experiments, I’ve left weighed samples out briefly without seeing rapid discoloration or loss of reactivity. These small creature comforts translate into smoother project flow.
Both academic and industry labs express similar praise. For scholars building diversity libraries—whether for binding assays, fuel cells, or advanced electronics—the compound’s balance of accessibility and broad reactivity draws them back. Patent databases increasingly reflect the use of pyridine boronic acids in medicinal chemistry portfolios, hinting at their power to inspire inventions. Industry professionals often discuss the rising costs of failed syntheses and how reliable building blocks like this one chip away at that risk.
It’s rare to find a tool that merges broad scope with predictable handling and downstream success. By opening doors in both standard synthetic methods and unconventional approaches, 6-Aminopyridine-3-boronicacid has proven that real progress comes with smart, consistent choices in building blocks.
Working through dozens of synthetic routes across academic and contract labs has taught me that small changes in starting materials ripple out into real impacts. 6-Aminopyridine-3-boronicacid showed up just as my own projects moved from theoretical retrosynthesis to hard deadlines and uncertain budgets. Each time a colleague or I reached for a solution that saved hours in purification or offered new positions for binding, this compound made the short list.
Looking at what matters most—reliability, versatility, and straightforward use—the strengths of 6-Aminopyridine-3-boronicacid fit the bill for anyone struggling with complex assemblies or repetitive bottlenecks. It’s easy to wax technical, but deep down, it’s about results that move projects forward without setbacks from unstable intermediates or sluggish couplings. I’ve seen careers turn on small breakthroughs made possible by picking the right building blocks at the right time.
While evaluations on paper provide a sense of security, lived experience cements confidence. The shift from theory to practice—hearing about successful scale-ups, smooth product isolation, and consistent reactivity—carries weight. Researchers often note that substitutes, no matter how similar on paper, can introduce headaches through low yields, impurities, or costly workarounds.
Years ago, I tracked a medicinal chemistry campaign that tried to swap in an “almost identical” boronic acid at the last minute. Unpredictable side reactions and downstream purification woes ate up valuable weeks. Those setbacks force teams to rethink not just molecules, but overall workflows. It’s these real-world stories that highlight why 6-Aminopyridine-3-boronicacid stands out—the difference isn’t just technical, it’s practical, echoing in budgets, timelines, and career satisfaction.
No reagent solves every challenge overnight. Some colleagues struggle with boronic acid solubility, especially in water-heavy systems or when scaling up. In those cases, careful solvent choice—going with DMF, dioxane, or other compatible options—helps keep everything on track. For storage, tight lids and keeping containers away from laboratory sinks seem to preserve the powder’s usability. Collaboration with suppliers to check certificate of analysis details prior to big purchases can clear up worries about trace impurities.
For those in tight-lipped industries with intellectual property pressures, the unique structure of 6-Aminopyridine-3-boronicacid can carve out distinct chemical space, whether for patent applications or licensing deals. Teams continually looking to improve yields find that modest tweaks in catalyst loading, temperature, or pH work well with this reliable starting point. Workshops and advanced training courses increasingly spotlight this compound for early-career chemists, not just as another item on the shelf, but as an example of how the right building block can drive new waves of discovery.
The true value of a compound is measured by how it helps scientists ask and answer better questions. 6-Aminopyridine-3-boronicacid’s expanding role in laboratory programs is a testament to this idea. From bench-scale drug hits to advanced diagnostics and materials science, this building block enables meaningful leaps not just in hypothesis but in tangible progress. By offering a fusion of stability, reactivity, and usability, it continues to support real innovation. Those who embrace smart, proven reagents are the ones most likely to break new ground—and in the competitive world of modern chemistry, every edge counts.