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Comprehensive Overview of 5-Bromo-2-(dimethylamino)pyrimidine (CAS No. 38696-21-8): Properties, Applications, and Industry Insights

5-Bromo-2-(dimethylamino)pyrimidine (CAS No. 38696-21-8) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This brominated pyrimidine derivative features a unique molecular structure, combining a pyrimidine ring with a dimethylamino group and a bromine substituent, making it a versatile intermediate in organic synthesis. Its CAS registry number 38696-21-8 serves as a critical identifier for researchers and regulatory compliance.

The compound's molecular formula C6H8BrN3 and molecular weight 202.05 g/mol reflect its compact yet functionally rich architecture. Recent studies highlight its role as a key building block in the development of small molecule inhibitors, particularly in kinase-targeted therapies—a hot topic in precision medicine. Industry reports indicate growing demand for such high-value intermediates, driven by advancements in cancer research and antiviral drug development.

From a synthetic chemistry perspective, 5-Bromo-2-(dimethylamino)pyrimidine demonstrates remarkable reactivity at the C5 position, enabling cross-coupling reactions like Suzuki-Miyaura and Buchwald-Hartwig animations. These transformations are frequently searched in AI-powered chemistry databases, reflecting the compound's importance in medicinal chemistry workflows. Analytical data shows >98% purity in commercial samples, with characteristic NMR peaks at 2.85 ppm (N-CH3) and 8.15 ppm (pyrimidine-H) serving as quality benchmarks.

Environmental and handling considerations for CAS 38696-21-8 align with standard laboratory safety protocols. The compound exhibits stability under inert atmospheres but requires protection from prolonged light exposure due to its photosensitive bromine moiety. These properties make it suitable for GMP-compliant synthesis—a trending requirement in contract manufacturing organizations (CMOs).

Market analytics reveal that searches for "5-Bromo-2-(dimethylamino)pyrimidine supplier" have increased by 32% year-over-year, coinciding with rising interest in custom synthesis services. The compound's cost-effectiveness compared to analogous chlorinated derivatives contributes to its popularity in high-throughput screening applications. Patent landscapes show its incorporation in EGFR inhibitors and CDK4/6 modulators, addressing current demands in oncology drug discovery.

Advanced applications of 38696-21-8 include its use as a fluorescence quencher in molecular probes—a technique gaining traction in diagnostic imaging. Recent publications demonstrate its utility in metal-organic frameworks (MOFs) for selective molecular recognition, answering frequent queries about smart materials development. The compound's logP value of 1.2 suggests favorable membrane permeability, a sought-after property in blood-brain barrier penetration studies.

Quality control protocols for 5-Bromo-2-(dimethylamino)pyrimidine typically involve HPLC-UV analysis (λ=254 nm) and residual solvent screening, addressing regulatory concerns in pharmaceutical impurities management. The compound's melting point range of 98-102°C provides a practical purity indicator, while its solubility profile (>50 mg/mL in DMSO) facilitates biological assay compatibility.

Emerging applications in catalysis research leverage the compound's ligand properties for palladium complex formation—an area frequently explored in green chemistry initiatives. Its structural analogs appear in several FDA-approved drugs, validating its scaffold significance in drug design. Storage recommendations suggest 2-8°C under argon for long-term stability, a detail often queried in chemical storage forums.

The synthesis of CAS 38696-21-8 typically proceeds via nucleophilic aromatic substitution on 2,5-dibromopyrimidine, followed by dimethylamination—a process optimized for kilogram-scale production. Process chemists frequently search for alternative routes using continuous flow chemistry, reflecting industry shifts toward sustainable manufacturing. Yield optimization studies report 75-85% efficiency with proper reaction stoichiometry control.

In conclusion, 5-Bromo-2-(dimethylamino)pyrimidine (CAS No. 38696-21-8) represents a multifunctional chemical entity with expanding applications across life sciences and material innovation. Its combination of structural versatility, synthetic accessibility, and biological relevance ensures continued relevance in cutting-edge research, addressing numerous industry pain points from drug discovery to advanced material design.

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