Cas no 1430233-43-4 (4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine)

4,6-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine is a boronic ester derivative of pyrimidine, commonly employed as an intermediate in Suzuki-Miyaura cross-coupling reactions. The presence of the dioxaborolane group enhances stability and solubility in organic solvents, facilitating its use in synthetic applications. The dimethyl substitution on the pyrimidine ring contributes to steric and electronic modulation, improving selectivity in coupling reactions. This compound is particularly valuable in pharmaceutical and agrochemical research, where precise functionalization of heterocyclic frameworks is required. Its robust boronate ester moiety ensures compatibility with a wide range of reaction conditions, making it a reliable reagent for constructing complex molecular architectures.
4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine structure
1430233-43-4 structure
Product Name:4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine
CAS No:1430233-43-4
MF:C12H19BN2O2
MW:234.102463006973
CID:2106785
Update Time:2025-06-30

4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine
    • FLABVXTZFPMAMW-UHFFFAOYSA-N
    • CID 90116986
    • Pyrimidine, 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • Inchi: 1S/C12H19BN2O2/c1-8-10(9(2)15-7-14-8)13-16-11(3,4)12(5,6)17-13/h7H,1-6H3
    • InChI Key: FLABVXTZFPMAMW-UHFFFAOYSA-N
    • SMILES: O1B(C2=C(C)N=CN=C2C)OC(C)(C)C1(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 270
  • Topological Polar Surface Area: 44.2

Experimental Properties

  • Density: 1.05±0.1 g/cm3(Predicted)
  • Boiling Point: 346.0±42.0 °C(Predicted)
  • pka: 2.69±0.26(Predicted)

4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine Pricemore >>

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Additional information on 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine

Introduction to 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine (CAS No. 1430233-43-4)

4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research due to its unique structural properties and potential applications. This compound, identified by the CAS number 1430233-43-4, belongs to the pyrimidine class of heterocyclic aromatic compounds, which are widely recognized for their role in medicinal chemistry and drug development. The presence of a boronic acid moiety derived from 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl makes this molecule particularly interesting for its utility in cross-coupling reactions, which are fundamental in constructing complex molecular architectures.

The compound's structure combines the stability provided by the tetramethyl-substituted dioxaborolane group with the versatility of the pyrimidine ring. Pyrimidines are a crucial scaffold in the design of bioactive molecules, particularly in antiviral and anticancer agents. The dimethyl substitution at the 4 and 6 positions enhances the electronic properties of the pyrimidine ring, influencing its reactivity and interaction with biological targets. This makes 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine a valuable intermediate in synthesizing novel pharmacophores.

In recent years, there has been a surge in research focused on developing efficient synthetic methodologies for boronic acid-containing compounds due to their widespread use in Suzuki-Miyaura cross-coupling reactions. The boronic ester functionality in this compound allows for facile introduction into various molecular frameworks via palladium-catalyzed reactions. Such transformations are pivotal in constructing complex organic molecules with tailored biological activities. The tetramethyl-substituted dioxaborolane group not only improves the handling of the boronic acid derivative but also enhances its compatibility with different reaction conditions.

One of the most compelling aspects of 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine is its potential application in medicinal chemistry. Pyrimidine derivatives have been extensively studied for their role as inhibitors of enzymes and receptors involved in various diseases. For instance, modifications of the pyrimidine core have led to the development of drugs that target viral proteases and kinases. The structural features of this compound make it a promising candidate for further derivatization into molecules with enhanced binding affinity and selectivity.

Recent advancements in computational chemistry have enabled researchers to predict the binding modes of small molecules with biological targets with remarkable accuracy. This has accelerated the process of drug discovery by allowing virtual screening of large libraries of compounds before experimental synthesis. 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine can be effectively utilized in such virtual screening campaigns due to its well-defined structure and reactivity profile. Its boronic ester group facilitates easy conjugation with other pharmacophores via cross-coupling reactions.

The synthesis of this compound involves multi-step organic transformations that highlight the importance of boron chemistry in modern drug development. The introduction of the tetramethyl-substituted dioxaborolane group requires precise control over reaction conditions to ensure high yields and purity. This has led to the development of novel catalytic systems that improve the efficiency of these transformations. Such advancements are crucial for scaling up production and making these compounds more accessible for industrial applications.

Another area where 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan\text{-}2\text{yl})Pyrimidine shows promise is in materials science. Boron-containing compounds are increasingly being explored for their electronic properties and potential use in organic semiconductors and light-emitting diodes (OLEDs). The stability provided by the tetramethyl-substituted dioxaborolane group makes this compound a candidate for incorporation into advanced materials that require high thermal and chemical resistance.

The versatility of this compound also extends to its role as a building block for more complex structures. By leveraging its boronic ester functionality, researchers can construct polycyclic aromatic systems or incorporate it into larger scaffolds through sequential cross-coupling reactions。 This modular approach allows for rapid diversification of molecular structures, enabling exploration of new chemical space for drug discovery。

In conclusion, 4,6\text{-dimethyI\text{-}5\text{(}4,4,5,5\text{-tetramethyll\text{-}1,3,2\text{-dioxaboroIan\text{-}2\text{yl})Pyrimidine} (CAS No.\ 1430233\text{-}43\text{-}4) is a multifaceted compound with significant potential across multiple domains。 Its unique structural features make it an invaluable tool for synthetic chemists, while its biological relevance positions it as a key intermediate in pharmaceutical development。 As research continues to uncover new applications for boron-containing compounds, this molecule is poised to play an increasingly important role in both academic and industrial settings。

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