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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-6-methoxypyrimidine

  • CAS No. 43212-41-5

  • Cat. No. CS-W002709
  • Molecule weight179.00
  • Purity≥97%
  • MDL No.MFCD00955635

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

2,4-Dichloro-6-methoxypyrimidine|CS-W002709

Structure of 43212-41-5

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General Information

  • CAS No. 43212-41-5
  • Cat. No. CS-W002709
  • Purity ≥97%
  • MDL No. MFCD00955635
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Cl₂N₂O
  • Molecular Weight 179.00
  • Synonym(s) 6-methoxy-2,4-dichloropyrimidine
  • SMILES COc1cc(Cl)nc(n1)Cl

Description

2,4-Dichloro-6-methoxypyrimidine serves as a pivotal building block in medicinal chemistry and agrochemical synthesis. This electron-deficient pyrimidine core enables efficient coupling reactions, particularly in Suzuki-Miyaura and Buchwald-Hartwig transformations. The methoxy group enhances solubility and modulates reactivity, while the dichloro substitution pattern facilitates selective functionalization under mild conditions.

Application

2,4-Dichloro-6-methoxypyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of pyrimidine-based scaffolds. Its dual electrophilic chlorides facilitate sequential nucleophilic substitution under mild conditions, while the methoxy group enhances solubility and modulates reactivity. The compound exhibits excellent bench stability and compatibility with diverse functional groups, facilitating straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2008/117051 A1, 2008 ; Location in patent: Page/Page column 29 ; WO 2008/117051 A1
  • Route2

    References

    • Buettner Chemische Berichte, 1903 , vol. 36, p. 2234 Full Text Show Details Gabriel; Colman Chemische Berichte, 1903 , vol. 36, p. 3383
  • Route3
    • In-stock
      NSC 6494|CS-W008766
      3764-01-0
    • null|null
      124-41-4
    • ~%
    • In-stock
      2,4-Dichloro-6-methoxypyrimidine|CS-W002709
      43212-41-5

    References

    • SANOFI; Brollo, Maurice; Carry, Jean-Christophe; Certal, Victor; Didier, Eric; Doerflinger, Gilles; EL Ahmad, Youssef; Filoche-Romme, Bruno; Halley, Frank; Karlsson, Karl Andreas; Schio, Laurent; Thompson, Fabienne Patent: US2013/274253 A1, 2013 ; Location in patent: Paragraph 1615-1618 ;

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   35.01
  • LogP   1.792
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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