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CS-W001157 4
Total: USD 88.00

5-Bromo-2,4-dichloro-6-methylpyrimidine

  • CAS No. 56745-01-8

  • Cat. No. CS-W002639
  • Purity≥95%
  • MDL No.MFCD00504524

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

5-Bromo-2,4-dichloro-6-methylpyrimidine|CS-W002639

Structure of 56745-01-8

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General Information

  • CAS No. 56745-01-8
  • Cat. No. CS-W002639
  • Purity ≥95%
  • MDL No. MFCD00504524
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrCl₂N₂
  • Molecular Weight 241.90
  • Synonym(s) 5-Bromo-6-Methyl-2,4-Dichloropyrimidine
  • SMILES Clc1nc(C)c(c(n1)Cl)Br

Description

5-Bromo-2,4-dichloro-6-methylpyrimidine serves as a key heterocyclic scaffold for medicinal chemistry and agrochemical synthesis. The molecule features a sterically accessible pyrimidine core with strategically positioned halogens and a methyl group, enabling selective cross-coupling reactions under standard conditions. This combination facilitates efficient derivatization in late-stage functionalization workflows.

Application

5-Bromo-2,4-dichloro-6-methylpyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrimidines via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its orthogonal reactivity profile—bromine at C5 for coupling, chlorines at C2/C4 for selective displacement, and methyl group at C6 for derivatization—facilitates modular construction of pharmaceutical scaffolds. Bench-stable and readily purified by recrystallization, it supports scalable synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Journal of Heterocyclic Chemistry, , vol. 43, # 5 p. 1327 - 1329
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 43, # 5 p. 1327 - 1329
  • Route3

    References

    • Yakugaku Zasshi, , vol. 70, p. 137 Chem.Abstr., , p. 5886

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   25.78
  • LogP   2.85432
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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