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CS-W001157 4
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5-Bromo-4-chloro-6-methylpyrimidin-2-amine

  • CAS No. 6314-12-1

  • Cat. No. CS-0019263
  • Purity≥98%
  • MDL No.MFCD00275421

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

5-Bromo-4-chloro-6-methylpyrimidin-2-amine|CS-0019263

Structure of 6314-12-1

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General Information

  • CAS No. 6314-12-1
  • Cat. No. CS-0019263
  • Purity ≥98%
  • MDL No. MFCD00275421
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrClN₃
  • Molecular Weight 222.47
  • Synonym(s) 5-Bromo-4-chloro-6-methyl-2-pyrimidinamine; 5-Bromo-4-chloro-6-methylpyrimidin-2-amine; NSC 40200; 2-Amino-5-bromo-4-chloro-6-methylpyrimidine
  • SMILES NC1=NC(C)=C(Br)C(Cl)=N1

Description

5-Bromo-4-chloro-6-methylpyrimidin-2-amine features a densely functionalized pyrimidine core with bromo, chloro, and methyl substituents positioned for orthogonal reactivity. This electron-deficient scaffold enables direct coupling in cross-coupling protocols and serves as a key building block in medicinal chemistry. The molecule exhibits bench-stable handling characteristics and compatibility with diverse reaction conditions.

Application

5-Bromo-4-chloro-6-methylpyrimidin-2-amine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its orthogonal halogenation pattern enables selective cross-coupling reactions, while the amino and methyl groups provide sites for derivatization. The compound exhibits good bench stability and facilitates efficient functional group interconversions in standard synthetic workflows.

Synthesis

  • Route1

    References

    • PFIZER PRODUCTS INC. Patent: WO2008/32162 A1, 2008 ; Location in patent: Page/Page column 62-63 ;
  • Route2

    References

    • Tetrahedron Letters, , vol. 47, # 23 p. 3923 - 3928
  • Route3

    References

    • Journal of the Chemical Society, , p. 41,45 Journal of the American Chemical Society, , vol. 68, p. 766,768

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   51.8
  • LogP   1.78312
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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