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CS-W001157 4
Total: USD 88.00

2,6-Dichloro-4-methylpyridin-3-amine

  • CAS No. 129432-25-3

  • Cat. No. CS-0061274
  • Purity≥96%
  • MDL No.None

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

2,6-Dichloro-4-methylpyridin-3-amine|CS-0061274

Structure of 129432-25-3

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General Information

  • CAS No. 129432-25-3
  • Cat. No. CS-0061274
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆Cl₂N₂
  • Molecular Weight 177.03
  • Synonym(s) 2,6-Dichloro-4-methyl-3-aminopyridine
  • SMILES CC1=CC(=NC(=C1N)Cl)Cl

Description

2,6-Dichloro-4-methylpyridin-3-amine features a pyridine core bearing two chlorine substituents at the 2 and 6 positions and a methyl group at the 4 position, creating a sterically hindered, electron-deficient heterocyclic scaffold. This configuration enables efficient coupling in cross-coupling reactions and supports incorporation into bioactive molecules requiring precise electronic tuning.

Application

2,6-Dichloro-4-methylpyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds. Its electron-deficient pyridine core facilitates nucleophilic substitution reactions, while the methyl and amine groups provide orthogonal handles for further functionalization. The compound exhibits good bench stability and compatibility with standard coupling protocols, making it well-suited for modular synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • Grozinger; Fuchs; Hargrave; Mauldin; Vitous; Campbell; Adams Journal of Heterocyclic Chemistry, 1995 , vol. 32, # 1 p. 259 - 263
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 24 p. 4830 - 4838

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   38.91
  • LogP   2.27902
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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