458532-86-0 | 2-FLUOROPYRIDINE-4-BORONIC ACID PINACOL ESTER

CAS:458532-86-0 | 2-FLUOROPYRIDINE-4-BORONIC ACID PINACOL ESTER,Description

“2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine” is an important boric acid derivative. It is a significant reaction intermediate in organic synthesis reactions, with many applications in carbon-carbon coupling and carbon heterocoupling reactions.

Synthesis Analysis

This compound is obtained by a two-step substitution reaction. The structure of the compound is verified by FTIR, 1H and 13C NMR, and MS.

Molecular Structure Analysis

The single crystal structure of the compound is gauged by X-ray diffraction and subjected to crystallographic and conformational analyses. Density functional theory (DFT) is applied to further calculate the molecular structure and compare it with X-ray values. The result of the conformational analysis shows that the molecular structure optimized by DFT is identical with the single crystal structure determined by single crystal X-ray diffraction.

Chemical Reactions Analysis

The compound is used in various organic synthesis reactions, particularly in carbon-carbon coupling and carbon heterocoupling reactions.

Physical And Chemical Properties Analysis

The compound has a molecular weight of 262.09. Its empirical formula is C13H16BFN2O2. The SMILES string representation is CC1(C)OB(OC1(C)C)c2c[nH]c3ncc(F)cc23.

Scientific Research Applications

Application in Organic Synthesis Reactions

• Specific Scientific Field: Organic Chemistry
• Summary of the Application: This compound is an important boric acid derivative used in organic synthesis reactions. Boronic acid pinacol ester compounds, such as this one, are significant reaction intermediates which have many applications in carbon-carbon coupling and carbon heterocoupling reactions.
• Methods of Application or Experimental Procedures: The compound is obtained by a two-step substitution reaction. The structure of the compound is verified by FTIR, 1H and 13C NMR, and MS. The single crystal structure of the compound is gauged by X-ray diffraction and subjected to crystallographic and conformational analyses.
• Results or Outcomes: The result of the conformational analysis shows that the molecular structure optimized by DFT is identical with the single crystal structure determined by single crystal X-ray diffraction. In addition, DFT is used to further study the molecular electrostatic potential and frontier molecular orbitals of the compound, revealing the molecular structure characteristics, conformation, and some special physical and chemical properties of the compound.

Application in Suzuki-Miyaura Cross-Coupling Reaction

• Specific Scientific Field: Organic Chemistry
• Summary of the Application: This compound is used in the Suzuki-Miyaura cross-coupling reaction. This reaction is an important and extensively used reaction in organic chemistry with applications in polymer science and in the fine chemicals and pharmaceutical industries.
• Methods of Application or Experimental Procedures: The compound is used as a reagent in the Suzuki-Miyaura cross-coupling reaction. The reaction is typically performed in the presence of a palladium catalyst and a base.
• Results or Outcomes: The Suzuki-Miyaura cross-coupling reaction allows for the formation of carbon-carbon bonds, which is a key step in the synthesis of many complex organic molecules.

Application in the Synthesis of Fluorine-Containing Drugs

• Specific Scientific Field: Medicinal Chemistry
• Summary of the Application: This compound is used in the synthesis of fluorine-containing drugs. Fluorine-containing compounds are widely used in medicine. Among the top 200 medicines sold globally, 29 fluorine-containing drugs have been approved by the FDA in recent years.
• Methods of Application or Experimental Procedures: The compound is used as a starting material in the synthesis of fluorine-containing drugs. The strong electronegativity of fluorine atoms enhances the affinity to carbon, therefore, fluorine-containing drugs have the advantages of a high biological activity, strong stability and drug resistance.
• Results or Outcomes: The use of this compound in the synthesis of fluorine-containing drugs can lead to the production of drugs with high biological activity, strong stability, and drug resistance.

Application in Conformational Determination

• Specific Scientific Field: Structural Chemistry
• Summary of the Application: This compound is used in the conformational determination of complex organic molecules. The conformational analysis shows that the molecular structure optimized by Density Functional Theory (DFT) is identical with the single crystal structure determined by single crystal X-ray diffraction.
• Methods of Application or Experimental Procedures: The compound is obtained by a two-step substitution reaction. The structure of the compound is verified by FTIR, 1H and 13C NMR, and MS. Simultaneously, the single crystal structure of the compound is gauged by X-ray diffraction and subjected to crystallographic and conformational analyses.
• Results or Outcomes: The result of the conformational analysis shows that the molecular structure optimized by DFT is identical with the single crystal structure determined by single crystal X-ray diffraction. In addition, DFT is used to further study the molecular electrostatic potential and frontier molecular orbitals of the compound, revealing the molecular structure characteristics, conformation, and some special physical and chemical properties of the compound.

Application in Early Discovery Research

• Specific Scientific Field: Early Discovery Research
• Summary of the Application: This compound is provided to early discovery researchers as part of a collection of unique chemicals. It is used in the early stages of research for the development of new chemical entities.
• Methods of Application or Experimental Procedures: The compound is used as a starting material in early discovery research. The specific methods of application or experimental procedures would depend on the particular research project.

Safety And Hazards

The compound is classified as Acute Tox. 3 Oral according to the GHS classification. The hazard statements include H301. The precautionary statements include P301 + P310.

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