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• Solvents and Organic Chemicals Organic Compounds Organic nitrogen compounds Organonitrogen compounds Amines Tertiary amines

Comprehensive Overview of 2-Bromo-6-(piperidin-1-yl)pyridine (CAS No. 24255-97-8): Properties, Applications, and Industry Insights

2-Bromo-6-(piperidin-1-yl)pyridine (CAS No. 24255-97-8) is a specialized organic compound widely recognized for its role as a versatile intermediate in pharmaceutical and agrochemical synthesis. This heterocyclic compound features a pyridine core substituted with a bromine atom at the 2-position and a piperidine moiety at the 6-position, offering unique reactivity for cross-coupling reactions and molecular diversification. Its molecular formula, C₁₀H₁₃BrN₂, and molecular weight of 241.13 g/mol make it a valuable building block in modern drug discovery pipelines.

The growing demand for pyridine derivatives in medicinal chemistry has positioned 2-Bromo-6-(piperidin-1-yl)pyridine as a compound of significant interest. Researchers frequently search for "CAS 24255-97-8 supplier" or "2-Bromo-6-(piperidin-1-yl)pyridine synthesis method," reflecting its importance in developing kinase inhibitors and CNS-targeting therapeutics. Recent studies highlight its utility in Suzuki-Miyaura couplings, where the bromine substituent serves as an excellent leaving group for palladium-catalyzed transformations.

From a structural perspective, the piperidin-1-yl group enhances the compound's solubility in organic solvents while contributing to potential bioactivity profiles. Analytical data for CAS 24255-97-8 typically includes: 1H NMR (CDCl₃) δ 8.05 (d, J=7.8 Hz, 1H), 7.45 (t, J=7.8 Hz, 1H), 6.65 (d, J=7.8 Hz, 1H), 3.55 (m, 4H), 1.65 (m, 6H). These characteristics make it particularly valuable for constructing complex molecular architectures in drug development projects.

Industry trends show increasing applications of 2-Bromo-6-(piperidinyl)pyridine in fragment-based drug design, especially for neurodegenerative disease research. The compound's ability to serve as a pharmacophore template aligns with current searches for "neuroprotective scaffold compounds" and "blood-brain barrier permeable molecules." Its moderate lipophilicity (predicted LogP ≈ 2.8) and hydrogen bonding capacity make it suitable for central nervous system drug discovery.

Quality specifications for 24255-97-8 typically require ≥97% purity (HPLC), with strict control of residual solvents and heavy metals. Advanced purification techniques like column chromatography or recrystallization from ethanol/water mixtures are commonly employed. Storage recommendations include protection from light at 2-8°C under inert atmosphere to maintain stability of the bromopyridine functionality.

Environmental and handling considerations for 2-Bromo-6-(piperidin-1-yl)pyridine follow standard laboratory safety protocols. While not classified as high-risk, proper PPE including nitrile gloves and safety goggles is recommended during handling. The compound's environmental fate data shows moderate biodegradability (OECD 301D), prompting proper waste management in industrial settings.

Recent patent analyses reveal growing utilization of CAS 24255-97-8 in PROTAC (Proteolysis Targeting Chimera) technology, particularly for E3 ligase recruitment. This connects to trending searches about "targeted protein degradation compounds" and "small molecule protein degraders." The compound's structural features enable conjugation with warhead and linker components in these novel therapeutic modalities.

Market intelligence indicates steady growth in the pyridine derivatives sector, with 2-Bromo-6-(piperidin-1-yl)pyridine maintaining a niche but important position. Custom synthesis services for brominated heterocycles report increased demand from contract research organizations specializing in neurological and oncological targets. The compound's price stability reflects balanced supply-demand dynamics in the fine chemicals market.

From a regulatory perspective, 24255-97-8 is not currently listed on major controlled substance inventories, though proper documentation for research use is advised. International trade of this material typically requires standard chemical shipping documentation rather than special permits, facilitating global research collaboration.

Future research directions for 2-Bromo-6-(piperidin-1-yl)pyridine may explore its potential in radiopharmaceuticals, given the bromine atom's suitability for isotopic labeling. This aligns with emerging interests in "PET tracer precursors" and "diagnostic imaging probes." The compound's synthetic versatility positions it well for these cutting-edge medical applications.

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• 1353978-19-4(6'-Bromo-4-bromomethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl)
• 1420844-39-8((1-(6-Bromopyridin-2-yl)piperidin-3-yl)methanamine hydrochloride)
• 1420987-26-3(6-Bromo-N-methyl-N-(piperidin-4-ylmethyl)pyridin-2-amine;hydrochloride)
• 77145-50-7(6-Bromo-3,4,5,6-tetrahydro-2h-[1,2]bipyridinyl-4-ylamine hydrochloride)
• 1420904-00-2(6-Bromo-N-methyl-N-(piperidin-3-ylmethyl)pyridin-2-amine;hydrochloride)
• 1420844-48-9((1-(6-Bromopyridin-2-yl)piperidin-4-yl)methanamine hydrochloride)
• 98644-22-5(1-(6-bromopyridin-2-yl)piperidin-4-amine)
• 959237-02-6(2-Bromo-6-(4-methylpiperidin-1-YL)pyridine)
• 792240-83-6(4-Piperidineethanol, 1-(6-bromo-2-pyridinyl)-)