Cas no 54660-06-9 (2-(Pyrrolidin-1-yl)pyridine)

2-(Pyrrolidin-1-yl)pyridine is a heterocyclic compound featuring a pyridine core substituted with a pyrrolidine group at the 2-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its pyrrolidine moiety enhances solubility and reactivity, while the pyridine ring offers coordination sites for metal complexes, useful in catalysis. The compound is often employed in ligand design for transition-metal-catalyzed reactions due to its moderate basicity and chelating potential. Its stability under a range of conditions further supports its utility in multi-step synthetic processes. Available in high purity, it is suitable for precision applications in medicinal chemistry and material science.
2-(Pyrrolidin-1-yl)pyridine structure
2-(Pyrrolidin-1-yl)pyridine structure
Product Name:2-(Pyrrolidin-1-yl)pyridine
CAS No:54660-06-9
MF:C9H12N2
MW:148.204981803894
MDL:MFCD22083294
CID:1090311
PubChem ID:11019020
Update Time:2025-11-02

2-(Pyrrolidin-1-yl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-(Pyrrolidin-1-yl)pyridine
    • 2-(1-Pyrrolidinyl)pyridine
    • 1-(pyridin-2-yl)pyrrolidine
    • 2-(1-Pyrrolidino)pyridine
    • 2-(Tetrahydro-furan-2-yl)-ethylamine
    • 2-oxolan-2-ylethylamine
    • 2-pyrrolidin-1-ylp
    • 2-Tetrahydro[2]furyl-aethylamin
    • 2-tetrahydro[2]furyl-ethylamine
    • 2-tetrahydro-1H-1-pyrrolylpyridine
    • 2-Tetrahydro-2-furanylethylamine
    • 2-tetrahydrofuran-2-ylethanamine
    • 3-(tetrahydrofuran-2-yl)ethylamine
    • AC1NIEB5
    • AC1Q54DC
    • pyrrolidino-pyridine
    • SBB018773
    • SureCN1919992
    • EN300-138451
    • SCHEMBL230367
    • MFCD22083294
    • AKOS022185954
    • N-pyridyl pyrrolidine
    • 2-pyrrolidin-1-ylpyridine
    • HS-5977
    • 2-pyrrolidin-1-yl-pyridine
    • Pyrrolidinopyridine
    • Z31197339
    • CHEMBL4562496
    • AZYTZQYCOBXDGY-UHFFFAOYSA-N
    • AM87056
    • N10252
    • 54660-06-9
    • MDL: MFCD22083294
    • Inchi: 1S/C9H12N2/c1-2-6-10-9(5-1)11-7-3-4-8-11/h1-2,5-6H,3-4,7-8H2
    • InChI Key: AZYTZQYCOBXDGY-UHFFFAOYSA-N
    • SMILES: N1(C2C=CC=CN=2)CCCC1

Computed Properties

  • Exact Mass: 148.10016
  • Monoisotopic Mass: 148.100048391g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 119
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 16.1?2

Experimental Properties

  • PSA: 16.13

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Additional information on 2-(Pyrrolidin-1-yl)pyridine

Comprehensive Guide to 2-(Pyrrolidin-1-yl)pyridine (CAS No. 54660-06-9): Properties, Applications, and Market Insights

2-(Pyrrolidin-1-yl)pyridine (CAS No. 54660-06-9) is a versatile heterocyclic compound that has garnered significant attention in pharmaceutical and chemical research. This compound, often referred to as 2-Pyrrolidinylpyridine, features a pyridine ring linked to a pyrrolidine moiety, making it a valuable intermediate in organic synthesis. Its unique structure and reactivity have led to widespread applications in drug discovery, material science, and agrochemical development.

The chemical formula of 2-(Pyrrolidin-1-yl)pyridine is C9H12N2, with a molecular weight of 148.21 g/mol. This compound is known for its high solubility in organic solvents, which makes it an excellent candidate for various synthetic processes. Researchers often utilize 2-Pyrrolidinylpyridine as a ligand in catalysis or as a building block for more complex molecules. Its stability under standard conditions and compatibility with a range of reagents further enhance its utility in laboratories and industrial settings.

One of the most prominent applications of 2-(Pyrrolidin-1-yl)pyridine is in the pharmaceutical industry, where it serves as a key intermediate in the synthesis of bioactive molecules. Recent studies highlight its role in developing central nervous system (CNS) drugs, particularly those targeting neurological disorders. The compound's ability to modulate receptor activity has made it a focal point in neuropharmacology research, aligning with the growing demand for innovative treatments for conditions like Alzheimer's and Parkinson's diseases.

In addition to its pharmaceutical uses, 2-Pyrrolidinylpyridine has found applications in material science. Its incorporation into polymers and coatings has been explored to enhance thermal stability and mechanical properties. This aligns with the current trend of developing high-performance materials for electronics, automotive, and aerospace industries. The compound's potential in creating advanced functional materials is a hot topic among researchers and industry professionals.

The market for 2-(Pyrrolidin-1-yl)pyridine is expected to grow steadily, driven by increasing R&D investments in pharmaceuticals and specialty chemicals. According to recent market analyses, the demand for heterocyclic compounds like 2-Pyrrolidinylpyridine is rising, particularly in Asia-Pacific regions where pharmaceutical manufacturing is expanding rapidly. Companies are focusing on scalable synthesis methods to meet this demand while maintaining cost efficiency and environmental sustainability.

From a synthetic chemistry perspective, 2-(Pyrrolidin-1-yl)pyridine can be prepared via several routes, including the nucleophilic substitution of pyridine derivatives with pyrrolidine. Optimizing these synthetic pathways is a key area of research, as it impacts the compound's purity, yield, and overall production costs. Recent advancements in green chemistry have also prompted investigations into eco-friendly synthesis methods, reducing the use of hazardous reagents and minimizing waste generation.

For researchers and industry professionals, understanding the spectroscopic properties of 2-Pyrrolidinylpyridine is crucial. The compound exhibits characteristic peaks in NMR and IR spectra, which aid in its identification and quality control. Additionally, its chromatographic behavior has been well-documented, facilitating its analysis in complex mixtures. These analytical aspects are particularly relevant for quality assurance in pharmaceutical manufacturing.

Looking ahead, the future of 2-(Pyrrolidin-1-yl)pyridine appears promising, with potential applications emerging in catalysis and nanotechnology. Its role as a ligand in transition metal-catalyzed reactions is being explored, offering opportunities for developing more efficient synthetic methodologies. Furthermore, the integration of this compound into nanostructured materials could open new avenues in electronics and energy storage, addressing some of the most pressing challenges in these fields.

In conclusion, 2-(Pyrrolidin-1-yl)pyridine (CAS No. 54660-06-9) is a multifaceted compound with significant potential across various scientific and industrial domains. Its applications in pharmaceuticals, materials science, and catalysis underscore its importance in modern chemistry. As research continues to uncover new uses and synthetic approaches, this compound is poised to remain a valuable asset in the chemical and life sciences industries.

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