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CS-W001157 4
Total: USD 88.00

2-Iodopyrimidine

  • CAS No. 31462-54-1

  • Cat. No. CS-W019677
  • Purity≥97%
  • MDL No.None

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

2-Iodopyrimidine|CS-W019677

Structure of 31462-54-1

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General Information

  • CAS No. 31462-54-1
  • Cat. No. CS-W019677
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃IN₂
  • Molecular Weight 205.98
  • Synonym(s) pyrimidine, 2-iodo-
  • SMILES IC1=NC=CC=N1

Description

2-Iodopyrimidine features a reactive iodine atom at the C2 position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The electron-deficient pyrimidine ring enhances regioselectivity, while its bench-stable nature supports reliable handling under standard conditions. This compound serves as a key scaffold for synthesizing biologically active heterocycles and advanced pharmaceutical intermediates.

Application

2-Iodopyrimidine serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura, Stille, and Negishi couplings. Its iodine substituent provides high reactivity under standard conditions, facilitating efficient C–C bond formation with aryl, vinyl, and alkyl boron reagents. The pyrimidine core offers excellent functional group tolerance and stability, making it suitable for the synthesis of heterocyclic scaffolds commonly found in pharmaceuticals and agrochemicals.

Synthesis

  • Route1

    References

    • Mergelsberg, Ingrid; Werne, Gerald Patent: US2006/58343 A1, 2006 ; Location in patent: Page/Page column 7 ;

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

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.0812
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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