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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-5,6-dimethylpyrimidine

  • CAS No. 1780-32-1

  • Cat. No. CS-W006842
  • Purity≥97%
  • MDL No.None

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

2,4-Dichloro-5,6-dimethylpyrimidine|CS-W006842

Structure of 1780-32-1

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General Information

  • CAS No. 1780-32-1
  • Cat. No. CS-W006842
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆Cl₂N₂
  • Molecular Weight 177.03
  • Synonym(s) Pyrimidine, 2,4-dichloro-5,6-dimethyl-
  • SMILES CC1=C(C)C(Cl)=NC(Cl)=N1

Description

2,4-Dichloro-5,6-dimethylpyrimidine serves as a pivotal building block in heterocyclic synthesis, featuring two chlorine atoms at electron-deficient positions and methyl groups that enhance regioselectivity. This bench-stable scaffold integrates readily into pharmaceutical intermediates and agrochemical frameworks, offering predictable reactivity under standard conditions.

Application

2,4-Dichloro-5,6-dimethylpyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its electron-deficient pyrimidine core enables nucleophilic substitution at C2 or C4 positions, facilitating the construction of diverse heterocyclic scaffolds. The methyl groups enhance metabolic stability and modulate electronic properties, while the dichloro substitution pattern provides orthogonal reactivity for sequential functionalization. This compound exhibits good bench stability and is compatible with standard coupling protocols, making it a practical choice for parallel synthesis campaigns and process development.

Synthesis

  • Route1

    References

    • Martic, Miljen; Pernot, Lucile; Westermaier, Yvonne; Perozzo, Remo; Kraljevic, Tatjana Gazivoda; Kristafor, Svjetlana; Raic-Malic, Silvana; Scapozza, Leonardo; Ametamey, Simon Nucleosides, Nucleotides and Nucleic Acids, 2011 , vol. 30, # 4 p. 293 - 315
  • Route2
    • null|null
      121-69-7
    • In-stock
      2,4-Dihydroxy-5,6-dimethylpyrimidine|CS-W005613
      26305-13-5
    • ~89%
    • In-stock
      2,4-Dichloro-5,6-dimethylpyrimidine|CS-W006842
      1780-32-1

    References

    • Taisho Pharmaceutical Co. Ltd.; Arena Pharmaceuticals, Inc. Patent: EP1464335 A2, 2004 ; Location in patent: Page/Page column 318 ; EP 1464335 A2
  • Route3

    References

    • WO2013/123401 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   2.40024
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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