2-Aminopyrimidine-5-boronic acid


Chemical Name: 2-Aminopyrimidine-5-boronic acid
CAS Number: 936250-22-5
Product Number: AG00GRM5(AGN-PC-01LR0A)
Synonyms:
MDL No:
Molecular Formula: C4H6BN3O2
Molecular Weight: 138.9203

Identification/Properties


Computed Properties
Molecular Weight:
138.921g/mol
Hydrogen Bond Donor Count:
3
Hydrogen Bond Acceptor Count:
5
Rotatable Bond Count:
1
Exact Mass:
139.055g/mol
Monoisotopic Mass:
139.055g/mol
Topological Polar Surface Area:
92.3A^2
Heavy Atom Count:
10
Formal Charge:
0
Complexity:
105
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

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Chemical Structure



(2-Aminopyrimidin-5-yl)boronic acid is a versatile compound widely used in chemical synthesis due to its unique properties and reactivity. As a boronic acid derivative, it serves as a valuable building block in the preparation of various organic molecules and pharmaceuticals. In organic chemistry, (2-Aminopyrimidin-5-yl)boronic acid is commonly employed in Suzuki-Miyaura coupling reactions, where it participates as a boronate ester to form carbon-carbon bonds with aryl or vinyl halides. This coupling reaction is a powerful tool for the construction of complex organic structures and is extensively utilized in medicinal chemistry and material science. Furthermore, this compound can also act as a ligand in transition metal-catalyzed reactions, facilitating the formation of stable metal complexes that exhibit unique catalytic properties. Its ability to chelate with metal ions enhances the efficiency and selectivity of various catalytic processes, making it a valuable tool for synthetic chemists. Overall, the application of (2-Aminopyrimidin-5-yl)boronic acid in chemical synthesis showcases its significance as a key reagent for the construction of diverse molecular frameworks and the development of novel compounds with potential applications in various fields.