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

  • CAS No. 1224465-02-4

  • Cat. No. CS-0179478
  • Purity≥98%
  • MDL No.MFCD21088572

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

Methyl 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate|CS-0179478

Structure of 1224465-02-4

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General Information

  • CAS No. 1224465-02-4
  • Cat. No. CS-0179478
  • Purity ≥98%
  • MDL No. MFCD21088572
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight 167.16
  • Synonym(s) Methyl 6-hydroxy-4-methylnicotinate
  • SMILES O=C(C(C(C)=C1)=CNC1=O)OC

Description

Methyl 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate features a conjugated dihydropyridone core with a methyl-substituted pyridine ring and a carboxylate ester group. This electron-deficient heterocycle serves as a key building block in synthetic routes to bioactive alkaloids and pharmaceutical intermediates. The molecule exhibits enhanced stability under standard bench conditions and facilitates efficient coupling reactions due to its polarized C=C bond and reactive carbonyl functionality.

Application

Methyl 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridines and pharmacologically relevant scaffolds. Its conjugated enone system facilitates nucleophilic addition, Michael reactions, and transition-metal-catalyzed coupling processes. The molecule exhibits good bench stability and simplifies purification due to its defined polarity and crystalline nature, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   59.16
  • LogP   0.46992
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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