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CS-W001157 4
Total: USD 88.00

5-Bromo-4-chloro-2-(methylthio)pyrimidine

  • CAS No. 63810-78-6

  • Cat. No. CS-D1625
  • Purity≥95%
  • MDL No.MFCD00023232

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

5-Bromo-4-chloro-2-(methylthio)pyrimidine|CS-D1625

Structure of 63810-78-6

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General Information

  • CAS No. 63810-78-6
  • Cat. No. CS-D1625
  • Purity ≥95%
  • MDL No. MFCD00023232
  • Storage -20°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrClN₂S
  • Molecular Weight 239.52
  • Synonym(s) 2-(Methylthio)-4-chloro-5-bromopyrimidine; NSC 102496; T6N CNJ BS1 DG EE
  • SMILES CSC1=NC=C(Br)C(Cl)=N1

Description

5-Bromo-4-chloro-2-(methylthio)pyrimidine is a halogenated pyrimidine derivative featuring complementary reactive sites for cross-coupling and functionalization. The methylthio group enhances solubility and electronic tuning, while the bromo and chloro substituents enable sequential derivatization under palladium catalysis. This compound serves as a key intermediate in medicinal chemistry and agrochemical synthesis, offering high reactivity with minimal side-product formation under standard conditions.

Application

5-Bromo-4-chloro-2-(methylthio)pyrimidine serves as a versatile building block in heterocyclic synthesis, enabling selective functionalization via cross-coupling reactions. The bromo and chloro substituents provide orthogonal reactivity for palladium-catalyzed transformations, while the methylthio group offers mild oxidation stability and compatibility with standard protecting group strategies. This compound facilitates efficient access to substituted pyrimidines relevant to agrochemical and medicinal chemistry scaffolds.

Synthesis

  • Route1

    References

    • , vol. 36, # 1 B p. 15 - 18
  • Route2

    References

    • , vol. 36, # 1 B p. 15 - 18
  • Route3
    • In-stock
      5-Bromo-2-(methylthio)pyrimidin-4(3H)-one|CS-W022302
      81560-03-4
    • null|null
      10025-87-3
    • ~%
    • In-stock
      5-Bromo-4-chloro-2-(methylthio)pyrimidine|CS-D1625
      63810-78-6

    References

    • Journal of the American Chemical Society, , vol. 38, p. 1564

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2923
Class : 8 (6.1)
Packing Group : Ⅲ
Hazard Statements : H301-H314-H318
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.6144
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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