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2-Oxo-1,2-dihydropyrimidine-5-carbaldehyde

  • CAS No. 166757-62-6

  • Cat. No. CS-0101862
  • Purity≥97%
  • MDL No.MFCD10696897

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

2-Oxo-1,2-dihydropyrimidine-5-carbaldehyde|CS-0101862

Structure of 166757-62-6

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General Information

  • CAS No. 166757-62-6
  • Cat. No. CS-0101862
  • Purity ≥97%
  • MDL No. MFCD10696897
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₂O₂
  • Molecular Weight 124.10
  • Synonym(s) 5-Pyrimidinecarboxaldehyde, 1,2-dihydro-2-oxo- (9CI)
  • SMILES O=CC1=CNC(N=C1)=O

Description

2-Oxo-1,2-dihydropyrimidine-5-carbaldehyde features a conjugated pyrimidine core with both ketone and aldehyde functionalities, enabling direct integration into heterocyclic synthesis. This electron-deficient scaffold facilitates nucleophilic additions and serves as a key building block for medicinal chemistry applications requiring precise functional group placement.

Application

2-Oxo-1,2-dihydropyrimidine-5-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds. Its dual functionality—carbonyl at C2 and aldehyde at C5—facilitates sequential transformations, including reductive amination and condensation reactions. The compound exhibits bench stability and compatibility with standard protecting group strategies, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

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      2-Oxo-1,2-dihydropyrimidine-5-carbaldehyde|CS-0101862
      166757-62-6

    References

    • Maltsev, Oleg V.; Poethig, Alexander; Hintermann, Lukas Organic Letters, 2014 , vol. 16, # 5 p. 1282 - 1285

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   62.82
  • LogP   -0.4176
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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