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CS-W001157 4
Total: USD 88.00

5-Chloro-2-iodopyrimidine

  • CAS No. 874676-81-0

  • Cat. No. CS-W003462
  • Purity≥96%
  • MDL No.MFCD08062390

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

5-Chloro-2-iodopyrimidine|CS-W003462

Structure of 874676-81-0

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General Information

  • CAS No. 874676-81-0
  • Cat. No. CS-W003462
  • Purity ≥96%
  • MDL No. MFCD08062390
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂ClIN₂
  • Molecular Weight 240.43
  • Synonym(s) None
  • SMILES ClC(C=N1)=CN=C1I

Description

5-Chloro-2-iodopyrimidine serves as a dual-functional pyrimidine scaffold for cross-coupling and functionalization. The chloro group enables palladium-catalyzed reactions, while the iodine moiety supports further diversification via Suzuki or Stille coupling. This bifunctional design facilitates rapid access to complex heterocyclic architectures under standard conditions.

Application

5-Chloro-2-iodopyrimidine serves as a versatile bifunctional building block in heterocyclic synthesis, enabling sequential cross-coupling reactions via its orthogonal halogen handles. The chloro group facilitates palladium-catalyzed coupling under mild conditions, while the iodine moiety offers high reactivity in Suzuki-Miyaura and Stille transformations. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex pyrimidine-based scaffolds in medicinal chemistry and agrochemical research.

Synthesis

  • Route1

    References

    • WO2006/7693 A1, ; Page/Page column 65 ;

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   25.78
  • LogP   1.7346
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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