2-Fluoro-3-pyridineboronic acid
2-Fluoro-3-pyridineboronic acid (CAS: 174669-73-9), with the molecular formula C5H5BFNO2 and a molecular weight of 140.91 g/mol, is a key organometallic reagent. It serves as a valuable building block in organic synthesis, particularly in Suzuki-Miyaura coupling reactions and the construction of complex heteroaryl structures. Its applications extend to the development of biologically active molecules, making it an important intermediate in pharmaceutical research and development.
- IUPAC
- (2-Fluoropyridin-3-yl)boronic acid
Suzuki-Miyaura Coupling Reactions
This boronic acid derivative is a versatile reactant in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds with aryl or vinyl halides. It is frequently employed in the synthesis of complex organic molecules and pharmaceutical intermediates.
Heterocyclization Reactions
2-Fluoro-3-pyridineboronic acid participates in heterocyclization reactions, notably with α-oxocarboxylic acids. This application is crucial for constructing diverse heterocyclic ring systems found in many bioactive compounds.
Precursor to Biologically Active Molecules
It serves as a precursor in the synthesis of various biologically relevant compounds, including heteroaryl benzylureas with potential glycogen synthase kinase 3 inhibitory activity, carboxyindoles with HCV NS5B polymerase inhibitory activity, and pyrazolyl- and thienyl-aminohydantoins with BACE1 inhibitory activity.
| Molecular weight | 140.91 |
|---|---|
| Empirical formula | C5H5BFNO2 |
| Application | Reactant involved in:• Heterocyclization eith α-oxocarboxylic acids1• Suzuki-Miyaura coupling reactions2,3,4Additionally used as a precursor to biologically active molecules including:• Heteroaryl benzylureas with glycogen synthase kinase 3 inhibitory activity5• Carboxyindoles with HCV NS5B polymerase inhibitory activity6• Pyrazolyl- and thienyl-aminohydantoins with BACE1 inhibitory activity7 |
| Melting point | 274-283 °C |
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 |
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 2-Fluoro-3-pyridineboronic acid used for?
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2-Fluoro-3-pyridineboronic acid is used as a reactant in heterocyclization reactions with α-oxocarboxylic acids and in Suzuki-Miyaura coupling reactions. It also serves as a precursor to various biologically active molecules, including glycogen synthase kinase 3 inhibitors, HCV NS5B polymerase inhibitors, and BACE1 inhibitors.
What is the CAS number and chemical formula for 2-Fluoro-3-pyridineboronic acid?
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The CAS number is 174669-73-9, and its empirical formula (Hill notation) is C5H5BFNO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 2-Fluoro-3-pyridineboronic acid as a research-grade chemical. The specific purity is typically >97%. We do not represent this product as meeting USP, BP, or EP pharmacopoeial standards.
How should 2-Fluoro-3-pyridineboronic acid be handled safely?
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2-Fluoro-3-pyridineboronic acid is classified as a Warning (GHS07) with hazard statements H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be worn. Ensure adequate ventilation and avoid breathing dust. In case of eye contact, rinse cautiously with water for several minutes, removing contact lenses if present and easy to do, and continue rinsing.
Is 2-Fluoro-3-pyridineboronic acid a controlled substance?
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Based on the provided data, 2-Fluoro-3-pyridineboronic acid is not indicated as a controlled substance. It is classified under European hazard codes as Xi (Irritant).
How is 2-Fluoro-3-pyridineboronic acid packed and shipped?
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This chemical is packed according to international standards for hazardous materials suitable for research and industrial use. We are experienced in exporting fine chemicals globally.
How can I request a sample or quote for 2-Fluoro-3-pyridineboronic acid?
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To request a sample or a quote, please visit the Tech Serve Solutions website or contact our sales department directly with your inquiry, specifying the required quantity and delivery location.
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