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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-5-(iodomethyl)pyrimidine

  • CAS No. 7627-44-3

  • Cat. No. CS-0098719
  • Purity≥97%
  • MDL No.MFCD12827832

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

2,4-Dichloro-5-(iodomethyl)pyrimidine|CS-0098719

Structure of 7627-44-3

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General Information

  • CAS No. 7627-44-3
  • Cat. No. CS-0098719
  • Purity ≥97%
  • MDL No. MFCD12827832
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃Cl₂IN₂
  • Molecular Weight 288.90
  • Synonym(s) 2,4-Dichloro-5-(iodomethyl)
  • SMILES ICC1=CN=C(N=C1Cl)Cl

Description

2,4-Dichloro-5-(iodomethyl)pyrimidine features a reactive iodomethyl group flanked by electron-withdrawing chlorines, enabling efficient functionalization in nucleophilic substitution reactions. This bench-stable pyrimidine derivative integrates readily into synthetic sequences requiring selective C–C or C–heteroatom bond formation under mild conditions.

Application

2,4-Dichloro-5-(iodomethyl)pyrimidine serves as a versatile bifunctional building block for C–H functionalization and cross-coupling strategies. The iodoalkyl side chain enables palladium-catalyzed coupling reactions, while the pyrimidine core provides orthogonal reactivity for further derivatization. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for modular synthesis of heterocyclic scaffolds in medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • IRM LLC Patent: WO2007/136465 A2, 2007 ; Location in patent: Page/Page column 43-44 ; WO 2007/136465 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P264-P271-P280-P301+P330+P331-P304+P340-P363-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.7184
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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