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CS-W001157 4
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4-lodo-2-(methylthio)pyrimidine

  • CAS No. 1122-74-3

  • Cat. No. CS-0007657
  • Purity≥96%
  • MDL No.MFCD01319020

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

4-lodo-2-(methylthio)pyrimidine|CS-0007657

Structure of 1122-74-3

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General Information

  • CAS No. 1122-74-3
  • Cat. No. CS-0007657
  • Purity ≥96%
  • MDL No. MFCD01319020
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅IN₂S
  • Molecular Weight 252.08
  • Synonym(s) 4-Iodo-2-(methylthio)pyrimidine
  • SMILES IC1=NC(SC)=NC=C1

Description

4-Iodo-2-(methylthio)pyrimidine serves as a pivotal building block in heterocyclic synthesis, featuring a reactive iodine handle for palladium-catalyzed cross-coupling and a methylthio group that enables selective functionalization. This combination delivers high chemoselectivity under standard conditions, facilitating efficient access to complex pyrimidine derivatives used in medicinal chemistry and agrochemical development.

Application

4-Iodo-2-(methylthio)pyrimidine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable iodide leaving group. The methylthio substituent provides orthogonal reactivity and enhances solubility in organic media. This compound facilitates the construction of substituted pyrimidines relevant to medicinal chemistry and agrochemical scaffolds, with excellent bench stability and straightforward purification by flash chromatography or recrystallization.

Synthesis

  • Route1
    • null|null
      49844-90-8
    • ~99%
    • In-stock
      4-lodo-2-(methylthio)pyrimidine|CS-0007657
      1122-74-3

    References

    • Johns, Brian A.; Gudmundsson, Kristjan S.; Turner, Elizabeth M.; Allen, Scott H.; Samano, Vicente A.; Ray, John A.; Freeman, George A.; Boyd Jr., F. Leslie; Sexton, Connie J.; Selleseth, Dean W.; Creech, Katrina L.; Moniri, Kelly R. Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 7 p. 2397 - 2411

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.8031
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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