5-Bromopyridine-3-boronic acid
5-Bromopyridine-3-boronic acid (CAS: 452972-09-7), with the molecular formula C5H5BBrNO2 and a molecular weight of 201.81 g/mol, is a key organoboron compound. This heteroaryl boronic acid is primarily utilised as a reactant in various cross-coupling reactions and for the synthesis of complex organic molecules, including potential pharmaceutical intermediates and advanced materials. Its applications span the development of novel therapeutic agents and functional organic structures.
- IUPAC
- (3-Bromopyridin-5-yl)boronic acid,(5-Bromo-3-pyridyl)boronic acid,(5-bromo-3-pyridinyl)boronic acid
- Synonyms
- (3-Bromopyridin-5-yl)boronic acid(5-Bromo-3-pyridyl)boronic acid(5-bromo-3-pyridinyl)boronic acid
Thienylpyridyl Garland Synthesis
Serves as a crucial reactant for preparing thienylpyridyl garlands through cross-coupling reactions with heteroaryl halides, enabling the construction of complex polycyclic aromatic systems.
Arene Synthesis via Cross-Coupling
Used in nickel-catalyzed cross-coupling reactions with potassium aryl- and heteroaryl trifluoroborates to synthesise diverse arene structures.
Porphyrin Functionalisation
Applicable in functionalization reactions for the synthesis of meso-substituted ABCD-type porphyrins, contributing to advanced materials research.
Adenosine Receptor Antagonist Analogs
A building block in the synthesis of analogs of (acetylamino)(dimethylpyr<wbr>azol)(pyridyl)pyrimidines, investigated as A2A adenosine receptor antagonists for Parkinson′s disease treatment.
Boronate-Amine Complex Formation
Reacts via heterocyclization with α-oxocarboxylic acids to form 5-hydroxy-1,3,2-dioxabo<wbr>rolan-4-ones boronate-amine complexes.
PET Imaging Radioligand Development
Involved in the synthesis of radioligands with optimised brain kinetics for Positron Emission Tomography (PET) imaging of nAChR (nicotinic acetylcholine receptors).
| Molecular weight | 201.81 |
|---|---|
| Empirical formula | C5H5BBrNO2 |
| Assay | ≥95% |
| Storage temperature | 2-8°C |
| Application | Reactant for preparation of:• Thienylpyridyl garlands via cross-coupling with heteroaryl halides1• Arenes via nickel-catalyzed cross-coupling with potassium aryl- and heteroaryl trifluoroborates2• Meso-substituted ABCD-type porphyrins by functionalization reactions3• Analogs of (acetylamino)(dimethylpyrazol)(pyridyl)pyrimidines as A2A adenosine receptor antagonists for the treatment of Parkinson′s disease4• 5-hydroxy-1,3,2-dioxaborolan-4-ones boronate-amine complexes via heterocyclization with α-oxocarboxylic acids followed by subsequent complexation5• Radioligands with optimized brain kinetics for PET imaging of nAChR6 |
| Melting point | 260 (dec.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 5-Bromopyridine-3-boronic acid used for?
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5-Bromopyridine-3-boronic acid is used as a reactant in various cross-coupling reactions for the synthesis of complex organic molecules, including pharmaceuticals, advanced materials, and heterocyclic compounds.
What is the CAS number and molecular formula for 5-Bromopyridine-3-boronic acid?
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The CAS number is 452972-09-7, and its molecular formula is C5H5BBrNO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 5-Bromopyridine-3-boronic acid with a purity of ≥95%. TSS does not represent this product as USP, BP, EP, or any pharmacopoeia grade.
How should 5-Bromopyridine-3-boronic acid be handled safely?
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Handle with appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves. Avoid breathing dust. Ensure adequate ventilation. This compound is classified as an irritant to the skin, eyes, and respiratory system (H315-H319-H335).
Is 5-Bromopyridine-3-boronic acid packed and shipped internationally by TSS?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including 5-Bromopyridine-3-boronic acid, and can facilitate international shipments.
How can I request a sample or obtain a quote for 5-Bromopyridine-3-boronic acid?
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Please contact our sales team directly via our website or by calling our dedicated line to request a sample or obtain a quotation for 5-Bromopyridine-3-boronic acid.
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