3-Bromo-6-fluoroimidazo[1,2-a]pyridine: FAQs & Usage Guide

3-Bromo-6-fluoroimidazo[1,2-a]pyridine is a halogenated bicyclic heteroaromatic building block widely employed in medicinal chemistry and synthetic research as a versatile scaffold for the construction of biologically active molecules via cross-coupling and related reactions.

Product Name

3-Bromo-6-fluoroimidazo[1,2-a]pyridine

SKU

B732541

Core Scaffold

Imidazo[1,2-a]pyridine (fused bicyclic heteroaromatic system)

Key Functional Groups

C-3 bromo substituent (cross-coupling handle); C-6 fluoro substituent (electronic modulator)

Primary Applications

Medicinal chemistry scaffold, Pd-catalyzed cross-coupling reactions, drug discovery intermediate

Supplier

Aladdin Scientific

What Is 3-Bromo-6-fluoroimidazo[1,2-a]pyridine?

3-Bromo-6-fluoroimidazo[1,2-a]pyridine (SKU B732541) is a halogenated bicyclic heteroaromatic compound belonging to the imidazo[1,2-a]pyridine class. The imidazo[1,2-a]pyridine core consists of an imidazole ring fused to a pyridine ring sharing the nitrogen atom at the bridgehead, resulting in a planar, electron-deficient aromatic system.

The compound bears two strategically important substituents: a bromine atom at the C-3 position and a fluorine atom at the C-6 position. The C-3 bromo group serves as a reactive handle for palladium-catalyzed cross-coupling reactions (e.g., Suzuki–Miyaura, Negishi, Buchwald–Hartwig couplings), while the C-6 fluoro substituent modulates the electronic density of the ring, influences lipophilicity, and can enhance metabolic stability in drug candidates.

This compound is supplied by Aladdin Scientific and is intended for use in research and development settings by qualified scientific personnel.

Handling, Storage, and Safety

As with all halogenated heteroaromatic compounds, 3-Bromo-6-fluoroimidazo[1,2-a]pyridine should be handled with appropriate laboratory precautions. Researchers are strongly advised to consult the Safety Data Sheet (SDS) provided by Aladdin Scientific before use.

General handling guidelines:

• Use appropriate personal protective equipment (PPE), including nitrile gloves, laboratory coat, and safety glasses.
• Handle in a well-ventilated area or fume hood to avoid inhalation of dust or vapors.
• Avoid contact with skin, eyes, and mucous membranes.

Storage recommendations: Store in a tightly sealed container in a cool, dry, well-ventilated location away from incompatible materials, moisture, and direct light. Specific storage temperature conditions should be confirmed with the product SDS and Certificate of Analysis (CoA) available from Aladdin Scientific.

Note: Precise hazard classifications and first-aid measures are detailed in the official SDS. Always refer to current regulatory documentation for your jurisdiction.

Applications in Synthetic and Medicinal Chemistry

The imidazo[1,2-a]pyridine scaffold is a privileged structure in medicinal chemistry, appearing in numerous biologically active compounds and approved pharmaceuticals. The introduction of halogen substituents—particularly bromine at C-3 and fluorine at C-6—greatly expands the utility of this scaffold as a synthetic building block.

Key application areas include:

• Palladium-catalyzed cross-coupling: The C-3 C–Br bond undergoes efficient Suzuki–Miyaura, Negishi, Stille, and Sonogashira coupling reactions, enabling rapid diversification of the imidazopyridine core with aryl, heteroaryl, alkenyl, and alkynyl partners.
• C–N bond formation: Buchwald–Hartwig amination allows introduction of amine functionality at C-3, useful for generating libraries of drug-like molecules.
• Drug discovery: The fluorine at C-6 influences pKa, lipophilicity (logP), and metabolic stability, making this compound attractive as a starting material or intermediate in the design of CNS-active agents, kinase inhibitors, and anti-infective compounds.
• Fragment-based drug discovery (FBDD): The compact, rigid bicyclic structure is well-suited for use as a fragment or fragment elaboration starting point.

Researchers are encouraged to review the primary literature for specific reaction protocols involving this structural class.

Purity, Specifications, and Quality Assurance

Aladdin Scientific supplies 3-Bromo-6-fluoroimidazo[1,2-a]pyridine (B732541) for research use. The Certificate of Analysis (CoA) accompanying each lot provides lot-specific data including purity (typically assessed by HPLC or NMR), appearance, and identity confirmation.

Researchers requiring information on:

• Exact purity grade and analytical data for a specific lot
• Available pack sizes and quantities
• Custom synthesis or bulk availability

should contact Aladdin Scientific's technical support team or consult the product page directly. Always verify that the received material meets your experimental requirements before use by cross-referencing the CoA.

For sensitive applications, additional characterization such as Karl Fischer titration (moisture content), residual solvent analysis, or elemental analysis may be advisable and can be requested from the supplier.

Ordering and Customer Support

3-Bromo-6-fluoroimidazo[1,2-a]pyridine is available from Aladdin Scientific under SKU B732541. To place an order or request additional product information:

• Visit the Aladdin Scientific website and search for SKU B732541.
• Contact the Aladdin Scientific sales or customer service team for quotations, bulk pricing, or availability inquiries.
• For technical questions regarding the compound's properties or applications, reach out to Aladdin Scientific's technical support.

Aladdin Scientific is committed to providing high-quality research reagents with reliable documentation, including SDS, CoA, and structural confirmation data, to support your research workflows.

Frequently asked questions

What reactions can be performed using the C-3 bromo group of 3-Bromo-6-fluoroimidazo[1,2-a]pyridine?

The C-3 bromo substituent is well-suited for palladium-catalyzed cross-coupling reactions, including Suzuki–Miyaura (with arylboronic acids), Negishi (with organozinc reagents), Sonogashira (with terminal alkynes), and Buchwald–Hartwig amination (with amines). These reactions allow efficient diversification of the imidazo[1,2-a]pyridine scaffold for medicinal chemistry applications.

What is the role of the fluorine atom at C-6 in 3-Bromo-6-fluoroimidazo[1,2-a]pyridine?

The fluorine atom at C-6 exerts both electronic and physicochemical effects on the imidazopyridine scaffold. It modulates the electron density of the aromatic ring, can influence the compound's pKa and lipophilicity (logP), and in drug-like molecules derived from this scaffold, fluorine substitution often enhances metabolic stability by blocking sites of cytochrome P450-mediated oxidation. These properties make the fluorinated scaffold particularly valuable in drug discovery programs.

How should 3-Bromo-6-fluoroimidazo[1,2-a]pyridine (B732541) be stored to maintain stability?

This compound should be stored in a tightly closed container in a cool, dry, and well-ventilated environment, protected from moisture and direct light. Specific storage temperature requirements and stability data for each lot are provided on the Certificate of Analysis (CoA) and Safety Data Sheet (SDS) available from Aladdin Scientific. Always consult these documents for authoritative storage guidance.

Is 3-Bromo-6-fluoroimidazo[1,2-a]pyridine available for bulk or custom orders?

Aladdin Scientific can be contacted directly regarding bulk quantities and custom synthesis options for B732541. Please reach out to the sales or customer service team via the Aladdin Scientific website for pricing, availability, and lead-time information tailored to your project needs.

What documentation is provided with each lot of B732541?

Each lot of 3-Bromo-6-fluoroimidazo[1,2-a]pyridine (B732541) from Aladdin Scientific is accompanied by a Certificate of Analysis (CoA) detailing purity, appearance, and identity data, as well as a Safety Data Sheet (SDS) containing hazard, handling, and storage information. These documents can be accessed through the Aladdin Scientific website or requested from customer support.

References

1. Comprehensive literature on imidazo[1,2-a]pyridine chemistry and applications in medicinal chemistry — consult primary journals (e.g., Journal of Medicinal Chemistry, European Journal of Medicinal Chemistry) for specific reaction protocols.
2. Aladdin Scientific product page and Certificate of Analysis for 3-Bromo-6-fluoroimidazo[1,2-a]pyridine, SKU B732541.
3. General references on the role of fluorine in drug design and metabolic stability — see Böhm, H.-J. et al. and related reviews in ChemBioChem and Journal of Medicinal Chemistry.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.