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CS-W001157 4
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Methyl 3-(pyridin-3-yl)propanoate

  • CAS No. 84199-98-4

  • Cat. No. CS-0150698
  • Purity≥95%
  • MDL No.MFCD01075660

*For research and further manufacturing use only, not for direct human use.

Methyl 3-(pyridin-3-yl)propanoate|CS-0150698

Structure of 84199-98-4

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General Information

  • CAS No. 84199-98-4
  • Cat. No. CS-0150698
  • Purity ≥95%
  • MDL No. MFCD01075660
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) Methyl 3-(3-pyridyl)propionate
  • SMILES COC(=O)CCC1=CN=CC=C1

Description

Methyl 3-(pyridin-3-yl)propanoate features a pyridine ring linked via a methylene spacer to an ester group, enabling integration into diverse synthetic scaffolds. This bench-stable, moisture-tolerant reagent facilitates efficient coupling in cross-coupling and cyclization reactions, particularly valuable in medicinal chemistry and materials synthesis.

Application

Methyl 3-(pyridin-3-yl)propanoate serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmacophores. Its pyridyl group provides strong hydrogen-bonding capacity and enhanced solubility, while the ester functionality facilitates straightforward derivatization via hydrolysis, reduction, or coupling reactions. Bench-stable and readily purified by column chromatography, it functions effectively in cross-coupling, nucleophilic substitution, and transition-metal-catalyzed transformations common to API development workflows.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 45, # 16 p. 3549 - 3557
  • Route2
    • In-stock
      3-Bromopyridine|CS-0008362
      626-55-1
    • null|null
      292638-85-8
    • ~82%
    • In-stock
      Methyl 3-(pyridin-3-yl)propanoate|CS-0150698
      84199-98-4

    References

    • Geoghegan, Kimberly; Kelleher, Susan; Evans, Paul Journal of Organic Chemistry, 2011 , vol. 76, # 7 p. 2187 - 2194
  • Route3
    • In-stock
      3-Bromopyridine|CS-0008362
      626-55-1
    • null|null
      292638-85-8
    • Tri(2-methylphenyl)phosphine Eletriptan Impurity|CS-0229714
      6163-58-2
    • null|null
      75-05-8
    • ~91%
    • In-stock
      Methyl 3-(pyridin-3-yl)propanoate|CS-0150698
      84199-98-4

    References

    • Sterling Winthrop Inc. Patent: US5380721 A1, 1995 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   1.1872
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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