6-Ethoxy-3-pyridinylboronic acid
6-Ethoxy-3-pyridinylboronic acid (CAS: 612845-44-0; Formula: C7H10BNO3; MW: 166.97) is a vital organoboron compound recognised for its role in advanced organic synthesis. As a key intermediate, it is frequently employed in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura couplings. This heteroaryl boronic acid is indispensable for constructing complex molecular architectures in pharmaceutical research and material science.
- IUPAC
- 2-Ethoxy-5-pyridineboronic acid,6-Ethoxypyridine-3-boronic acid
- Synonyms
- 2-Ethoxy-5-pyridineboronic acid6-Ethoxypyridine-3-boronic acid
Suzuki-Miyaura Cross-Coupling Reactions
This compound serves as a valuable reactant in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds with aryl or heteroaryl halides. These reactions are crucial for preparing complex biaryl and heteroaryl compounds.
Synthesis of Heterobiaryls
6-Ethoxy-3-pyridinylboronic acid is utilised in the preparation of heterobiaryls through palladium-catalyzed Suzuki-Miyaura cross-coupling. This application is significant in the development of novel pharmaceutical intermediates and advanced materials.
Research in Medicinal Chemistry
It has been applied in the identification and synthesis of compounds with potential biological activity, such as GSK-3β inhibitors. Its pyridine and boronic acid functionalities make it a versatile building block in drug discovery.
Domino Catalysis
The boronic acid is a reactant in domino rhodium-catalyzed alkyne arylation and palladium-catalyzed N-arylation reactions, facilitating multistep transformations in a single pot for efficient synthesis.
| Molecular weight | 166.97 |
|---|---|
| Empirical formula | C7H10BNO3 |
| Storage temperature | 2-8°C |
| Application | Reactant for:• Domino rhodium-catalyzed alkyne arylation/palladium-catalyzed N arylation1• Identification of 2-(4-pyridyl)thienopyridinones as GSK-3β inhibitors2• Suzuki coupling3• Preparation of heterobiaryls by Suzuki-Miyaura cross-coupling reaction with aryl or heteroaryl halides catalyzed by a palladium precatalyst and monophosphine ligand4• Suzuki cross-coupling reactions to yield heteroarylpyridines5 |
| Melting point | 116-122 °C |
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 6-Ethoxy-3-pyridinylboronic acid used for?
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6-Ethoxy-3-pyridinylboronic acid is primarily used as a reactant in Suzuki-Miyaura cross-coupling reactions for synthesising heterobiaryls and other complex organic molecules, particularly in pharmaceutical research and chemical synthesis.
What are the CAS number and formula for 6-Ethoxy-3-pyridinylboronic acid?
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The CAS number is 612845-44-0, and the molecular formula is C7H10BNO3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product for research and development purposes. The exact grade and purity are available upon request and detailed on the Certificate of Analysis. We do not represent this product as USP, BP, EP, or for food, drug, or clinical use.
What are the safety and handling requirements for 6-Ethoxy-3-pyridinylboronic acid?
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This compound is classified under WGK 2 in Germany, indicating it is hazardous to water. Appropriate personal protective equipment should be worn, and it should be handled in a well-ventilated area, following standard laboratory safety protocols for chemical reagents. Refer to the Safety Data Sheet for comprehensive information.
How is 6-Ethoxy-3-pyridinylboronic acid packaged, shipped, and exported?
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Tech Serve Solutions packages and ships this chemical reagent with care, adhering to all relevant national and international regulations for chemical transport. We are experienced global exporters.
How can I request a sample or quote for 6-Ethoxy-3-pyridinylboronic acid?
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To request a sample or a quotation, please contact our sales team through the website or by calling our dedicated line. Please specify the quantity and any particular requirements you may have.
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