Date published: 2025-12-1

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4-Pyridineboronic Acid (CAS 1692-15-5)

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Alternate Names:
B-4-Pyridinylboronic Acid; 4-Pyridinylboronic Acid; 4-Pyridylboronic Acid
Application:
4-Pyridineboronic Acid is a boronic acid derivative
CAS Number:
1692-15-5
Purity:
≥97%
Molecular Weight:
122.92
Molecular Formula:
C5H6BNO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Pyridineboronic Acid, represents a boronic acid derivative derived from pyridine. It holds significant importance as a chemical reagent in organic synthesis and finds wide-ranging applications within scientific research. Being a boronic acid, it exhibits the ability to react with aldehydes and ketones, resulting in the formation of boronate esters. These esters play a pivotal role in various reactions, including Suzuki-Miyaura cross-coupling, Stille coupling, and other transition metal-catalyzed reactions. Furthermore, it plays a significant role in the synthesis of polymers, and other organic compounds. Operating as a boronic acid, 4-Pyridineboronic Acid engages in reactions with aldehydes and ketones, leading to the formation of boronate esters.


4-Pyridineboronic Acid (CAS 1692-15-5) References

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  2. Diboronic acids as fluorescent probes for cells expressing sialyl Lewis X.  |  Yang, W., et al. 2002. Bioorg Med Chem Lett. 12: 2175-7. PMID: 12127531
  3. Boronic acid compounds as potential pharmaceutical agents.  |  Yang, W., et al. 2003. Med Res Rev. 23: 346-68. PMID: 12647314
  4. N-alkyl-4-boronopyridinium salts as thermally stable and reusable amide condensation catalysts.  |  Maki, T., et al. 2005. Org Lett. 7: 5043-6. PMID: 16235953
  5. A highly active catalyst for Suzuki-Miyaura cross-coupling reactions of heteroaryl compounds.  |  Billingsley, KL., et al. 2006. Angew Chem Int Ed Engl. 45: 3484-8. PMID: 16639772
  6. Synthesis and preliminary DNA-binding studies of diimineplatinum(II) complexes containing 3- or 4-pyridineboronic acid.  |  Ching, HY., et al. 2007. Dalton Trans. 2121-6. PMID: 17514332
  7. An experimental and theoretical study of molecular structure and vibrational spectra of 3- and 4-pyridineboronic acid molecules by density functional theory calculations.  |  Kurt, M., et al. 2008. Spectrochim Acta A Mol Biomol Spectrosc. 70: 664-73. PMID: 17933583
  8. Enhanced pi conjugation around a porphyrin[6] nanoring.  |  Hoffmann, M., et al. 2008. Angew Chem Int Ed Engl. 47: 4993-6. PMID: 18506860
  9. Synthesis, carbohydrate- and DNA-binding studies of cationic 2,2':6',2''-terpyridineplatinum(II) complexes containing N- and S-donor boronic acid ligands.  |  Hosseini, SS., et al. 2011. Dalton Trans. 40: 506-13. PMID: 21088793
  10. SAR studies of 4-pyridyl heterocyclic anilines that selectively induce autophagic cell death in von Hippel-Lindau-deficient renal cell carcinoma cells.  |  Bonnet, M., et al. 2011. Bioorg Med Chem. 19: 3347-56. PMID: 21561782
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  12. Octadecanuclear gear wheels by self-assembly of self-assembled 'double saddle'-type coordination entities: molecular 'rangoli'.  |  Dasary, H., et al. 2015. Chemistry. 21: 1499-507. PMID: 25413031
  13. Synthesis and Utility of Dihydropyridine Boronic Esters.  |  Panda, S., et al. 2016. Angew Chem Int Ed Engl. 55: 2205-9. PMID: 26694785
  14. Fragment-based drug discovery of potent and selective MKK3/6 inhibitors.  |  Adams, M., et al. 2016. Bioorg Med Chem Lett. 26: 1086-1089. PMID: 26704264
  15. Construction of Heterobiaryl Skeletons through Pd-Catalyzed Cross-Coupling of Nitroarenes and Heterocyclic Arylborononate Esters with a Sterically Demanding NHC Ligand.  |  Chen, W., et al. 2022. Org Lett. 24: 6983-6987. PMID: 36135327

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Pyridineboronic Acid, 5 g

sc-217007
5 g
$37.00