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CS-W001157 4
Total: USD 88.00

5-Iodo-2,4-dimethoxypyrimidine

  • CAS No. 52522-99-3

  • Cat. No. CS-W008444
  • Purity≥98%
  • MDL No.MFCD00090865

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

5-Iodo-2,4-dimethoxypyrimidine|CS-W008444

Structure of 52522-99-3

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General Information

  • CAS No. 52522-99-3
  • Cat. No. CS-W008444
  • Purity ≥98%
  • MDL No. MFCD00090865
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇IN₂O₂
  • Molecular Weight 266.04
  • Synonym(s) 5-Iodo-2,4-dimethoxypyrimidin
  • SMILES C1=C(C(=NC(=N1)OC)OC)I

Description

5-Iodo-2,4-dimethoxypyrimidine features a strategically positioned iodine atom enabling efficient cross-coupling reactions. The two methoxy groups enhance solubility and stabilize the heterocyclic core under reaction conditions. This bench-stable derivative serves as a key intermediate in the synthesis of bioactive pyrimidine-based compounds.

Application

5-Iodo-2,4-dimethoxypyrimidine serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. The iodine substituent enables reliable Suzuki, Stille, and Negishi coupling reactions, while the dimethoxy groups enhance solubility and stabilize the pyrimidine core. Its bench-stable nature and predictable reactivity make it ideal for constructing heterocyclic scaffolds and functionalized API intermediates under standard reaction conditions.

Synthesis

  • Route1
    • null|null
      123551-48-4
    • ~57%
    • In-stock
      5-Iodo-2,4-dimethoxypyrimidine|CS-W008444
      52522-99-3

    References

    • Skul'ski, L.; Kuyava, A.; Vrochin'ski, P. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989 , vol. 25, # 2 p. 205 - 208 Khimiya Geterotsiklicheskikh Soedinenii, 1989 , # 2 p. 249 - 252
  • Route2
    • null|null
      124-41-4
    • In-stock
      2,4-Dichloro-5-iodopyrimidine|CS-W002862
      13544-44-0
    • ~%
    • In-stock
      5-Iodo-2,4-dimethoxypyrimidine|CS-W008444
      52522-99-3

    References

    • Kundu, Nitya G.; Khan, M. Wahab Tetrahedron, 2000 , vol. 56, # 27 p. 4777 - 4792
  • Route3
    • null|null
      67-56-1
    • In-stock
      5-Iodouracil|CS-W001983
      696-07-1
    • ~%
    • In-stock
      5-Iodo-2,4-dimethoxypyrimidine|CS-W008444
      52522-99-3

    References

    • Goudgaon, Naganna M.; El-Kattan, Yahya A.; Xia, Xiaoyang; McAtee, Jeff; Soria, Jose; Wey, Shiow-Jyi; Liotta, Dennis C.; Schinazi, Raymond F. Nucleosides and Nucleotides, 1997 , vol. 16, # 12 p. 2133 - 2150

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   44.24
  • LogP   1.0984
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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