Overview
(5-Bromopyrimidin-2-yl)methanol is a brominated pyrimidine derivative with a reactive hydroxymethyl group, widely employed as a building block in medicinal and agrochemical research. Its molecular structure enables versatile functionalization, particularly in palladium-catalyzed cross-coupling reactions. The compound is typically supplied as a stable crystalline powder, though it requires protection from moisture and light to prevent degradation. The CAS number 22433-12-5 ensures precise identification in procurement and regulatory documentation. Due to its role in synthesizing complex heterocycles, demand for this intermediate is steady among contract research organizations (CROs) and active pharmaceutical ingredient (API) manufacturers.
Physical and Chemical Properties
The compound exhibits moderate solubility in polar aprotic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but limited solubility in water. This property facilitates its use in organic synthesis where anhydrous conditions are preferred. The bromine atom at the 5-position enhances its reactivity in metal-catalyzed couplings, while the hydroxymethyl group allows further derivatization via esterification or oxidation. Though exact melting and boiling points are not well-documented, thermal stability is sufficient for most laboratory-scale reactions. Analytical techniques such as NMR and HPLC confirm its purity, which is critical for reproducibility in multi-step syntheses. Suppliers commonly provide technical specifications including residual solvent levels.
Main Applications
Primary applications include the synthesis of kinase inhibitors and antiviral agents, where the pyrimidine core serves as a pharmacophore. In agrochemistry, it is used to create herbicides and fungicides with targeted action. The bromine atom permits sequential functionalization, enabling the construction of diverse molecular architectures. Researchers also employ this compound to prepare bidentate ligands for transition-metal catalysis, leveraging its dual functional groups. Recent patents highlight its utility in developing radiopharmaceuticals, where the bromine can be isotopically labeled for diagnostic imaging.
Safety and Storage
As a brominated compound, it requires careful handling to avoid skin contact or inhalation of dust. Safety data sheets (SDS) classify it as an irritant, recommending fume hood use and nitrile gloves. Storage under argon or nitrogen in amber glass vials minimizes decomposition risks. Incompatibilities include strong oxidizers and acids, which may induce exothermic reactions. Spills should be contained with inert absorbents and disposed as hazardous waste. Facilities must ensure compliance with local regulations for brominated organic compounds, particularly regarding wastewater discharge.
B2B Procurement Guide
Buyers should prioritize suppliers with ISO-certified production facilities and batch-specific certificates of analysis (CoA). Key specifications to verify include HPLC purity (≥95%), residual solvent content, and heavy metal concentrations. Custom synthesis options are available for large-scale orders (>1 kg), though lead times may extend to 8–12 weeks. Pricing depends on order volume and purity grade, with research-scale quantities (1–10 g) commanding premium rates. Negotiate supply agreements with clauses for quality assurance testing and just-in-time delivery to minimize inventory costs. For international shipments, ensure proper hazardous material declarations to prevent customs delays.
Related Manufacturers
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