168102-05-4 | 1H-Pyrrole-2-carboxylicacid,3-fluoro-,ethylester(9CI)

CAS:168102-05-4 | 1H-Pyrrole-2-carboxylicacid,3-fluoro-,ethylester(9CI),Description

Synthesis Analysis

The synthesis of ethyl 3-fluoro-1H-pyrrole-2-carboxylate and related compounds involves multiple steps, including reactions with 2H-azirines and enamines to yield pyrrole-2-carboxylic acid derivatives. One practical synthesis approach for this compound, as a key fragment of potent drug candidates against Hepatitis B virus, utilizes readily available starting materials and demonstrates scalability with good overall yields and excellent purity (René et al., 2020) .

Molecular Structure Analysis

Ethyl 3-fluoro-1H-pyrrole-2-carboxylate's molecular structure has been characterized through various spectroscopic techniques, including NMR, UV-Vis, and FT-IR spectroscopy, supported by quantum chemical calculations. Detailed analyses confirm the molecule's formation and elucidate its vibrational modes, electronic transitions, and intermolecular interactions (Singh et al., 2013).

Chemical Reactions and Properties

This compound participates in a range of chemical reactions, highlighting its versatility as a precursor for further synthetic modifications. Studies on molecular weaker interactions, spectroscopic analysis, and chemical reactivity reveal the compound's potential in forming dimers through hydrogen bonding and its susceptibility to nucleophilic attacks, favoring the formation of heterocyclic compounds (Singh et al., 2013).

Physical Properties Analysis

Investigations into the compound's physical properties, including its crystal and molecular structure, contribute to our understanding of its solid-state behavior. Single-crystal X-ray diffraction studies provide insights into its crystalline form, highlighting the importance of non-covalent interactions in determining the material's structural integrity and properties (Sapnakumari et al., 2014).

Chemical Properties Analysis

Ethyl 3-fluoro-1H-pyrrole-2-carboxylate's chemical properties, including reactivity and stability, are crucial for its application in synthetic chemistry. Through computational studies and experimental analyses, the compound's electronic structure, charge distribution, and interaction energies have been examined, providing valuable information for designing reaction pathways and understanding its behavior in various chemical contexts (Singh et al., 2013).

Scientific Research Applications

Application 1: Drug Development for Hepatitis B

• Specific Scientific Field: Medicinal Chemistry
• Summary of the Application: Ethyl 3-fluoro-1H-pyrrole-2-carboxylate is a key fragment of a potent drug candidate against Hepatitis B virus . It’s synthesized from easily obtainable starting materials .
• Results or Outcomes: The synthesized compound is a key fragment of a potential drug candidate against Hepatitis B virus . The exact results, including any quantitative data or statistical analyses, are not specified in the available sources .

Application 2: Synthesis of Fluorinated Pyrroles

• Specific Scientific Field: Organic Chemistry
• Summary of the Application: Ethyl 3-fluoro-1H-pyrrole-2-carboxylate is used in the synthesis of fluorinated pyrroles . Fluorinated pyrroles have various applications, including as anti-inflammatory agents, stable GnRH receptor antagonists, inhibitors of HCV NS5B polymerase, and Angiotensin II receptor antagonists used in therapy for treating hypertension .
• Results or Outcomes: The synthesized fluorinated pyrroles have various applications in medicinal chemistry . The exact results, including any quantitative data or statistical analyses, are not specified in the available sources .

Application 3: Synthesis of Fluorinated Heterocycles

• Specific Scientific Field: Organic Chemistry
• Summary of the Application: Ethyl 3-fluoro-1H-pyrrole-2-carboxylate is used in the synthesis of fluorinated heterocycles . These compounds have various applications in medicinal chemistry .
• Results or Outcomes: The synthesized fluorinated heterocycles have various applications in medicinal chemistry . The exact results, including any quantitative data or statistical analyses, are not specified in the available sources .

Application 4: Synthesis of Anti-Inflammatory Agents

• Specific Scientific Field: Medicinal Chemistry
• Summary of the Application: Ethyl 3-fluoro-1H-pyrrole-2-carboxylate is used in the synthesis of anti-inflammatory agents . These compounds have various applications in medicinal chemistry .
• Results or Outcomes: The synthesized anti-inflammatory agents have various applications in medicinal chemistry . The exact results, including any quantitative data or statistical analyses, are not specified in the available sources .

Application 5: Synthesis of Fluorinated Heterocycles

• Specific Scientific Field: Organic Chemistry
• Summary of the Application: Ethyl 3-fluoro-1H-pyrrole-2-carboxylate is used in the synthesis of fluorinated heterocycles . These compounds have various applications in medicinal chemistry .
• Results or Outcomes: The synthesized fluorinated heterocycles have various applications in medicinal chemistry . The exact results, including any quantitative data or statistical analyses, are not specified in the available sources .

Application 6: Synthesis of Anti-Inflammatory Agents

• Specific Scientific Field: Medicinal Chemistry
• Summary of the Application: Ethyl 3-fluoro-1H-pyrrole-2-carboxylate is used in the synthesis of anti-inflammatory agents . These compounds have various applications in medicinal chemistry .
• Results or Outcomes: The synthesized anti-inflammatory agents have various applications in medicinal chemistry . The exact results, including any quantitative data or statistical analyses, are not specified in the available sources .

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