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CAS 1036991-24-8

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2-(Dimethylamino)pyridine-5-boronic acid pinacol ester

Description:
2-(Dimethylamino)pyridine-5-boronic acid pinacol ester is a chemical compound characterized by its boronic acid functionality, which is often utilized in organic synthesis, particularly in Suzuki coupling reactions. This compound features a pyridine ring substituted with a dimethylamino group, enhancing its nucleophilicity and reactivity. The pinacol ester moiety provides stability and solubility, making it easier to handle in various chemical processes. The presence of the boronic acid group allows for the formation of covalent bonds with diols and other nucleophiles, facilitating the construction of complex organic molecules. Additionally, the compound's structure suggests potential applications in medicinal chemistry, particularly in the development of pharmaceuticals due to its ability to interact with biological targets. Its unique combination of functional groups contributes to its versatility in synthetic chemistry, making it a valuable intermediate in the preparation of more complex compounds. As with many boronic acids, care should be taken in handling due to potential reactivity and the need for specific storage conditions to maintain stability.
Formula:C13H21BN2O2
InChI:InChI=1S/C13H21BN2O2/c1-12(2)13(3,4)18-14(17-12)10-7-8-11(15-9-10)16(5)6/h7-9H,1-6H3
SMILES:CC1(C)C(C)(C)OB(c2ccc(nc2)N(C)C)O1
Synonyms:
  • N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine
  • N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
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