(2-ethoxypyrimidin-5-yl)boronic acid


Chemical Name: (2-ethoxypyrimidin-5-yl)boronic acid
CAS Number: 1003043-55-7
Product Number: AG0001JE(AGN-PC-00Z4X9)
Synonyms:
MDL No:
Molecular Formula: C6H9BN2O3
Molecular Weight: 167.9583

Identification/Properties


Properties
Storage:
Inert atmosphere;2-8℃;
Form:
Solid
Computed Properties
Molecular Weight:
167.959g/mol
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
5
Rotatable Bond Count:
3
Exact Mass:
168.071g/mol
Monoisotopic Mass:
168.071g/mol
Topological Polar Surface Area:
75.5A^2
Heavy Atom Count:
12
Formal Charge:
0
Complexity:
128
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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NMR Spectrum


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Chemical Structure



(2-Ethoxypyrimidin-5-yl)boronic acid is a versatile compound widely used in chemical synthesis due to its unique reactivity and applicability in various reactions. This boronic acid derivative acts as a valuable building block in organic synthesis, especially in the field of medicinal chemistry and pharmaceuticals.One key application of (2-Ethoxypyrimidin-5-yl)boronic acid is its role as a coupling partner in Suzuki-Miyaura cross-coupling reactions. In this reaction, the boronic acid moiety serves as a nucleophilic partner, reacting with an aryl halide or pseudohalide in the presence of a palladium catalyst to form a new carbon-carbon bond. This methodology is crucial for the construction of complex molecular structures found in biologically active compounds and drug candidates.Furthermore, this boronic acid derivative can participate in other important transformations, such as Buchwald-Hartwig amination, Chan-Lam coupling, and Sonogashira coupling, expanding its utility in organic synthesis. Its ability to undergo these diverse reactions highlights its significance in the synthesis of novel organic molecules with potential applications in drug discovery and development.Overall, (2-Ethoxypyrimidin-5-yl)boronic acid plays a crucial role in modern organic synthesis strategies, enabling chemists to efficiently access complex molecules and design new compounds with desired properties.