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CS-W001157 4
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Methyl 2-oxo-1,2-dihydropyrimidine-4-carboxylate

  • CAS No. 950514-14-4

  • Cat. No. CS-0040216
  • Molecule weight154.12
  • Purity≥97%
  • MDL No.None

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

Methyl 2-oxo-1,2-dihydropyrimidine-4-carboxylate|CS-0040216

Structure of 950514-14-4

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General Information

  • CAS No. 950514-14-4
  • Cat. No. CS-0040216
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.12
  • Synonym(s) Pyrimidine-4-carboxylic acid,2-hydroxy-,methyl ester
  • SMILES O=C(C(C=CN1)=NC1=O)OC

Description

Methyl 2-oxo-1,2-dihydropyrimidine-4-carboxylate serves as a key scaffold in heterocyclic synthesis, featuring a conjugated enone system and a readily functionalizable ester group. This bench-stable, moisture-tolerant building block integrates efficiently into multistep transformations, enabling access to pyrimidine derivatives with defined substitution patterns.

Application

Methyl 2-oxo-1,2-dihydropyrimidine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine scaffolds prevalent in medicinal chemistry. Its reactive enolizable carbonyl and electron-deficient C4 position facilitate nucleophilic addition, cycloadditions, and transition-metal-catalyzed couplings. The methyl ester group offers synthetic flexibility for further derivatization, while the compound exhibits good bench stability and ease of purification—ideal for iterative synthesis campaigns.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2-Oxo-3H-pyrimidine-4-carboxylic acid|CS-0019355
      89379-73-7
    • ~75%
    • In-stock
      Methyl 2-oxo-1,2-dihydropyrimidine-4-carboxylate|CS-0040216
      950514-14-4

    References

    • GRANBERG, Kenneth; HOLM, Bjorn Patent: US2009/111820 A1, 2009 ; Location in patent: Page/Page column 23 ; US 20090111820 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

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Computational Chemistry Data

  • TPSA   72.05
  • LogP   -0.4435
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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