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CS-W001157 4
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Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

  • CAS No. 6375-89-9

  • Cat. No. CS-W010801
  • Purity≥98%
  • MDL No.MFCD00031001

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

Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate|CS-W010801

Structure of 6375-89-9

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General Information

  • CAS No. 6375-89-9
  • Cat. No. CS-W010801
  • Purity ≥98%
  • MDL No. MFCD00031001
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight 167.16
  • Synonym(s) 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid methyl ester
  • SMILES O=C(C(C=C1)=CN(C)C1=O)OC

Description

Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate features a conjugated dihydropyridine core with dual carbonyl and ester functionalities, enabling direct participation in cycloaddition and condensation reactions. This bench-stable heterocycle serves as a key intermediate for nitrogen-containing scaffolds in medicinal chemistry and synthetic methodology.

Application

Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate serves as a versatile dihydropyridine scaffold for heterocyclic synthesis, enabling efficient access to substituted pyridines and pharmacologically relevant frameworks. Its enolizable carbonyl and electron-deficient double bond facilitate nucleophilic addition, cycloaddition, and transition-metal-catalyzed coupling reactions. The molecule exhibits bench stability and ease of purification, making it suitable for iterative synthetic sequences in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      74-88-4
    • ~%
    • In-stock
      1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid|CS-0032465
      3719-45-7
    • In-stock
      Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate|CS-W010801
      6375-89-9

    References

    • AstraZeneca AB; NPS PHARMACEUTICALS, INC. Patent: US2007/259862 A1, 2007 ; Location in patent: Page/Page column 29 ; US 20070259862 A1
  • Route2
    • null|null
      67-56-1
    • ~%
    • In-stock
      Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate|CS-W010801
      6375-89-9

    References

    • AstraZeneca AB; NPS PHARMACEUTICALS, INC. Patent: US2007/259862 A1, 2007 ; Location in patent: Page/Page column 29 ; US 20070259862 A1
  • Route3
    • 6-Hydroxynicotinic acid Avatrombopag Impurity|CS-0377520
      5006-66-6
    • null|null
      77-78-1
    • ~%
    • In-stock
      Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate|CS-W010801
      6375-89-9

    References

    • Yu; Ruey J.; Van Scott; Eugene J. Patent: US4258052 A1, 1981 ;

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   48.3
  • LogP   0.1719
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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