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CS-W001157 4
Total: USD 88.00

2,6-Dichloro-N-methylpyrimidin-4-amine

  • CAS No. 32998-03-1

  • Cat. No. CS-0186521
  • Purity≥97%
  • MDL No.None

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

2,6-Dichloro-N-methylpyrimidin-4-amine|CS-0186521

Structure of 32998-03-1

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General Information

  • CAS No. 32998-03-1
  • Cat. No. CS-0186521
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅Cl₂N₃
  • Molecular Weight 178.02
  • Synonym(s) 2,6-DICHLORO-N-METHYL-4-PYRIMIDINAMINE
  • SMILES CNC1=NC(Cl)=NC(Cl)=C1

Description

2,6-Dichloro-N-methylpyrimidin-4-amine features a pyrimidine core bearing two chlorine substituents at the 2 and 6 positions and a methylamino group at the 4 position. This electron-deficient heterocycle serves as a key intermediate in medicinal chemistry, enabling efficient coupling reactions for the synthesis of kinase inhibitors and other bioactive molecules. The compound exhibits enhanced stability under standard bench conditions and facilitates straightforward functionalization via nucleophilic substitution.

Application

2,6-Dichloro-N-methylpyrimidin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its dichloro substitution pattern facilitates directed metalation and cross-coupling reactions, while the N-methyl group enhances metabolic stability and modulates solubility. The compound exhibits excellent bench stability and compatibility with standard functional groups, making it well-suited for modular synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2008/105968 A1, 2008 ; Location in patent: Page/Page column 66-67 ;
  • Route2

    References

    • The Upjohn Company Patent: US5502187 A1, 1996 ;
  • Route3

    References

    • Winkelmann Journal fuer Praktische Chemie (Leipzig), 1927 , vol. <2> 115, p. 293

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   37.81
  • LogP   1.8251
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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