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CS-W001157 4
Total: USD 88.00

2,5-Dichloro-4-methylpyrimidine

  • CAS No. 1192064-63-3

  • Cat. No. CS-W006034
  • Purity≥95%
  • MDL No.MFCD13193656

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

2,5-Dichloro-4-methylpyrimidine|CS-W006034

Structure of 1192064-63-3

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General Information

  • CAS No. 1192064-63-3
  • Cat. No. CS-W006034
  • Purity ≥95%
  • MDL No. MFCD13193656
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Cl₂N₂
  • Molecular Weight 163.01
  • Synonym(s) 2,5-Dichloro-4-methyl-pyrimidine
  • SMILES ClC1=NC=C(C(=N1)C)Cl

Description

2,5-Dichloro-4-methylpyrimidine serves as a reactive heterocyclic scaffold for nucleophilic substitution and cross-coupling processes. The electron-deficient pyrimidine ring, flanked by chlorine atoms at C2 and C5, enables selective functionalization under mild conditions. This bench-stable derivative integrates readily into pharmaceutical intermediates and agrochemical frameworks via Pd-catalyzed transformations.

Application

2,5-Dichloro-4-methylpyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of pyrimidine-based scaffolds. Its electrophilic chlorine atoms facilitate nucleophilic substitution reactions under mild conditions, while the methyl group enhances metabolic stability and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for modular synthesis workflows.

Synthesis

  • Route1
    • null|null
      75-16-1
    • In-stock
      2,4,5-Trichloropyrimidine|CS-D0821
      5750-76-5
    • ~65%
    • In-stock
      2,5-Dichloro-4-methylpyrimidine|CS-W006034
      1192064-63-3

    References

    • JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T. Patent: WO2011/50202 A1, 2011 ; Location in patent: Page/Page column 57 ; WO 2011/050202 A1
  • Route2
    • null|null
      75-16-1
    • In-stock
      2,4,5-Trichloropyrimidine|CS-D0821
      5750-76-5
    • ~%
    • In-stock
      2,5-Dichloro-4-methylpyrimidine|CS-W006034
      1192064-63-3
    • 5-Chloro-2,4-dimethylpyrimidine|CS-0671440
      75712-73-1

    References

    • WO2009/129036 A1, ; Page/Page column 80-81 ; WO 2009/129036 A1

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   2.09182
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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