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CS-W001157 4
Total: USD 88.00

5-Iodopyrimidin-2(1H)-one

  • CAS No. 79387-69-2

  • Cat. No. CS-W022398
  • Purity≥97%
  • MDL No.None

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

5-Iodopyrimidin-2(1H)-one|CS-W022398

Structure of 79387-69-2

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General Information

  • CAS No. 79387-69-2
  • Cat. No. CS-W022398
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃IN₂O
  • Molecular Weight 221.98
  • Synonym(s) 5-Iodo-pyrimidin-2-ol
  • SMILES O=C1N=CC(I)=CN1

Description

5-Iodopyrimidin-2(1H)-one features a reactive iodine atom at the 5-position paired with a pyrimidinone core, enabling efficient cross-coupling transformations. This bench-stable heterocycle integrates readily into diverse molecular architectures, serving as a key intermediate in medicinal chemistry and materials science applications.

Application

5-Iodopyrimidin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the efficient construction of substituted pyrimidine scaffolds. Its iodine substituent facilitates reliable C–C and C–heteroatom bond formation under standard conditions, while the pyrimidinone core provides excellent functional group tolerance and bench stability, making it ideal for modular synthesis of bioactive molecules and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Efange, Simon M. N.; Alessi, Elaine M.; Shih, H. C.; Cheng, Yung-Chi; Bardos, Thomas J. Journal of Medicinal Chemistry, 1985 , vol. 28, # 7 p. 904 - 910
  • Route2

    References

    • Gacek, Michel; Undheim, Kjell Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1985 , vol. 39, # 8 p. 691 - 696

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   45.75
  • LogP   0.3745
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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