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CS-W001157 4
Total: USD 88.00

Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate

  • CAS No. 89937-77-9

  • Cat. No. CS-W003594
  • Purity≥98%
  • MDL No.MFCD09258780

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

Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate|CS-W003594

Structure of 89937-77-9

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General Information

  • CAS No. 89937-77-9
  • Cat. No. CS-W003594
  • Purity ≥98%
  • MDL No. MFCD09258780
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₃
  • Molecular Weight 153.14
  • Synonym(s) Methyl1,2-dihydro-2-oxopyridine-4-carboxylate
  • SMILES O=C(C(C=CN1)=CC1=O)OC

Description

Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate is a bench-stable heterocyclic ester featuring a conjugated enone system. This electron-deficient pyridone derivative integrates readily into synthetic sequences requiring nucleophilic addition or transition-metal-catalyzed coupling. The methyl ester group enables straightforward derivatization while maintaining structural integrity under standard conditions.

Application

Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through standard functional group transformations. Its electrophilic C2 position facilitates nucleophilic addition and coupling reactions, while the ester functionality supports further derivatization. The compound exhibits good bench stability and compatibility with common reaction conditions, making it suitable for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2-Hydroxy-isonicotinic acid|CS-W002765
      22282-72-0
    • ~75%
    • In-stock
      Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate|CS-W003594
      89937-77-9

    References

    • BRISTOL-MYERS SQUIBB COMPANY; AHMAD, Saleem; WASHBURN, William, N.; HERNANDEZ, Andres, S.; ROBL, Jeffrey, A.; NGU, Khehyong; WANG, Zhenghua Patent: WO2010/104830 A1, 2010 ; Location in patent: Page/Page column 70-71 ; WO 2010/104830 A1
  • Route2
    • null|null
      1160938-15-7
    • ~93%
    • In-stock
      Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate|CS-W003594
      89937-77-9

    References

    • GLAXO GROUP LIMITED Patent: WO2009/76387 A1, 2009 ; Location in patent: Page/Page column 30 ; WO 2009/076387 A1
  • Route3
    • Methyl isonicotinate Topiroxostat  Impurity|CS-0229355
      2459-09-8
    • ~%
    • In-stock
      Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate|CS-W003594
      89937-77-9

    References

    • US4968803 A1, ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   59.16
  • LogP   0.1615
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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