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CS-W001157 4
Total: USD 88.00

2-(Methoxycarbonyl)nicotinic acid

  • CAS No. 24195-07-1

  • Cat. No. CS-0042822
  • Purity≥97%
  • MDL No.MFCD00111560

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

2-(Methoxycarbonyl)nicotinic acid|CS-0042822

Structure of 24195-07-1

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General Information

  • CAS No. 24195-07-1
  • Cat. No. CS-0042822
  • Purity ≥97%
  • MDL No. MFCD00111560
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₄
  • Molecular Weight 181.15
  • Synonym(s) quinolinic acid, 2-methyl ester
  • SMILES O=C(O)C1=C(C(OC)=O)N=CC=C1

Description

2-(Methoxycarbonyl)nicotinic acid is a bench-stable, moisture-tolerant heterocyclic carboxylic acid featuring a methoxycarbonyl group at the 2-position of the pyridine ring. This configuration enhances electrophilicity at the carbonyl carbon, enabling direct coupling reactions in peptide and macrocycle synthesis. The para-carboxylic acid moiety provides a versatile anchor for conjugation, facilitating integration into bioconjugates and pharmaceutical intermediates under standard conditions.

Application

2-(Methoxycarbonyl)nicotinic acid serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds. Its dual functionality—carboxylic acid and ester groups—facilitates selective derivatization, including amidation, reduction, and palladium-catalyzed coupling reactions. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis campaigns and API intermediate development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2,3-Pyridinedicarboxylicanhydride|CS-W007881
      699-98-9
    • ~83%
    • In-stock
      2-(Methoxycarbonyl)nicotinic acid|CS-0042822
      24195-07-1

    References

    • He, Gang; Chen, Gong Angewandte Chemie - International Edition, 2011 , vol. 50, # 22 p. 5192 - 5196
  • Route2

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/106326 A1, 2006 ; Location in patent: Page/Page column 129 ; WO 2006/106326 A1
  • Route3

    References

    • Mamouni; Aadil; Akssira; Lasri; Sepulveda-Arques Tetrahedron Letters, 2003 , vol. 44, # 13 p. 2745 - 2747

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   76.49
  • LogP   0.5664
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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