Chemical Identity and Structure

4-Bromo-3-fluoro-1-methyl-1H-pyrazole (SKU B175037) is a five-membered nitrogen-containing heterocyclic compound belonging to the pyrazole family. The scaffold consists of two adjacent nitrogen atoms within the ring, with N-1 carrying a methyl group that locks the regiochemistry and prevents N–H tautomerism. The C-3 position bears a fluorine substituent, while C-4 carries a bromine atom. This precise arrangement of halogens on the pyrazole ring makes each position electronically and sterically distinct, enabling chemists to exploit site-selective reactivity.

The presence of fluorine at C-3 exerts a strong inductive electron-withdrawing effect on the ring, modulating the electron density at adjacent positions. The bromine at C-4 serves as a versatile handle for transition-metal-catalyzed cross-coupling reactions, including Suzuki–Miyaura, Negishi, and Buchwald–Hartwig couplings. Together, these features make the compound a compact yet information-rich building block for constructing complex molecular architectures.

Applications in Synthesis and Drug Discovery

Halogenated pyrazoles such as 4-bromo-3-fluoro-1-methyl-1H-pyrazole have become important intermediates in pharmaceutical and agrochemical research. The C–Br bond at C-4 is amenable to palladium-catalyzed cross-coupling, allowing researchers to install aryl, heteroaryl, vinyl, or alkyl groups in a highly controlled fashion. This flexibility supports rapid generation of compound libraries during lead optimization campaigns in drug discovery.

The fluorine substituent at C-3 contributes beyond its role as an electron-withdrawing group. In drug candidates, fluorine atoms are often strategically incorporated to improve metabolic stability, enhance membrane permeability, and fine-tune binding affinity through electrostatic or van der Waals interactions with target proteins. The N-methyl group further restricts conformational flexibility and can improve the pharmacokinetic profile of derived molecules.

In materials science and agrochemistry, fluorinated pyrazole fragments are employed to tune the electronic properties of dyes, ligands, and crop-protection agents. The compound therefore serves as a versatile intermediate across multiple application domains.

Handling, Safety, and Storage

As with most halogenated organic reagents, 4-bromo-3-fluoro-1-methyl-1H-pyrazole should be handled with appropriate laboratory precautions. Researchers should wear suitable personal protective equipment (PPE) including chemically resistant gloves, safety goggles, and a laboratory coat. All manipulations should be carried out in a well-ventilated fume hood to minimize inhalation exposure.

The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated area, away from sources of heat, moisture, and incompatible materials such as strong oxidizers or bases. Proper labeling and secondary containment are recommended. Disposal must comply with applicable local and national regulations governing halogenated organic waste.

Researchers should consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for detailed hazard classifications, first-aid measures, and regulatory information specific to this compound (SKU B175037) before use.

Ordering and Specifications

4-Bromo-3-fluoro-1-methyl-1H-pyrazole is available from Aladdin Scientific under SKU B175037. Researchers and procurement teams can request product specifications including purity grade, available pack sizes, and certificate of analysis (CoA) directly through the Aladdin Scientific website or by contacting the technical sales team.

When placing an order, it is recommended to confirm the required quantity and purity grade to ensure suitability for your specific application. Aladdin Scientific offers competitive pricing, and bulk quantities may be available upon request. For institutions with standing orders or framework agreements, please consult the Aladdin rewards and pricing program for potential cost savings.