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Buy Bulk B-(4-(3-Pyridinyl)phenyl)boronic acid丨CAS 170230-28-1
B-(4-(3-Pyridinyl)phenyl)boronic acid (CAS 170230-28-1), also known as 4-(pyridin-3-yl)phenylboronic acid, is a heteroaryl-substituted aromatic boronic acid featuring a pyridin-3-yl group attached to the para-position of a phenylboronic acid framework. The compound combines a nitrogen-containing heteroaromatic ring with a reactive boronic acid functionality, making it a useful building block for organic synthesis, medicinal chemistry, pharmaceutical intermediate development, and functional materials research. Its structural arrangement provides opportunities for constructing extended aromatic systems and investigating the influence of pyridine-containing fragments on molecular properties.
Chemical Identifiers
| InChI | InChI=1S/C11H10BNO2/c14-12(15)11-5-3-9(4-6-11)10-2-1-7-13-8-10/h1-8,14-15H |
| InChI Key | HYZNIURBDZXTGX-UHFFFAOYSA-N |
| Smiles | B(C1=CC=C(C=C1)C2=CN=CC=C2)(O)O |
| EC No. | |
| MDL No. | MFCD18418033 |
| PubChem CID | 18980076 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
B-(4-(3-Pyridinyl)phenyl)boronic acid is suitable for Suzuki–Miyaura cross-coupling reactions, which are widely used to construct carbon–carbon bonds between aromatic and heteroaromatic fragments. Under appropriate palladium-catalyzed conditions, its boronic acid functionality can react with compatible aryl or heteroaryl halides and pseudohalides to produce more complex molecular structures. The existing pyridine-substituted phenyl framework allows researchers to introduce a defined biaryl fragment into target molecules, supporting the preparation of extended aromatic systems and structurally diverse research compounds.
Applications in Medicinal Chemistry
In medicinal chemistry, B-(4-(3-Pyridinyl)phenyl)boronic acid serves as a building block for preparing nitrogen-containing aromatic compounds and investigating structure–activity relationships. The pyridine nitrogen atom can act as a hydrogen-bond acceptor and influence molecular polarity, while the phenyl ring provides a rigid aromatic framework. Researchers may incorporate this structural fragment into suitable candidate molecules to evaluate its effects on molecular recognition, physicochemical characteristics, and biological activity. The boronic acid functionality also supports efficient molecular diversification through compatible coupling reactions.
Applications in Pharmaceutical Intermediate Synthesis
This compound may support pharmaceutical research programs requiring intermediates containing a pyridinylphenyl structural unit. Its boronic acid group provides a route for incorporating the substituted aromatic fragment into more complex molecular frameworks. The resulting compounds may be further modified through appropriately designed synthetic transformations, depending on the functional groups present. These characteristics make B-(4-(3-Pyridinyl)phenyl)boronic acid useful for developing structurally defined pharmaceutical research intermediates and exploring alternative synthetic pathways.
Applications in Heterocyclic Chemistry
B-(4-(3-Pyridinyl)phenyl)boronic acid is relevant to heterocyclic chemistry because it contains a pyridine ring connected to an aromatic boronic acid framework. The pyridine nitrogen provides a useful structural feature for investigating molecular interactions, coordination behavior, and the effects of heteroaromatic substitution. Researchers can use the compound to prepare specialized heteroaryl-containing molecules and molecular libraries for systematic structure–property studies.
