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CS-W001157 4
Total: USD 88.00

5-Bromo-3-chloro-2-pyridinamine

  • CAS No. 38185-55-6

  • Cat. No. CS-W008920
  • Purity≥97%
  • MDL No.MFCD11110443

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

5-Bromo-3-chloro-2-pyridinamine|CS-W008920

Structure of 38185-55-6

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General Information

  • CAS No. 38185-55-6
  • Cat. No. CS-W008920
  • Purity ≥97%
  • MDL No. MFCD11110443
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrClN₂
  • Molecular Weight 207.46
  • Synonym(s) 2-Amino-3-chloro-5-bromopyridine; 2-Amino-5-bromo-3-chloropyridine; 5-Bromo-3-chloropyridin-2-amine; 2-pyridinamine, 5-bromo-3-chloro-
  • SMILES NC1=NC=C(Br)C=C1Cl

Description

5-Bromo-3-chloro-2-pyridinamine features a halogenated pyridine core with strategically positioned bromo and chloro substituents, enabling selective functionalization in cross-coupling reactions. The amine group provides a reactive handle for conjugation, while the electron-deficient ring enhances compatibility with palladium-catalyzed transformations. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced pharmaceutical scaffolds.

Application

5-Bromo-3-chloro-2-pyridinamine serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its dual halogen substituents enable sequential cross-coupling reactions, while the pyridinamine functionality offers direct access to diverse nitrogen-containing scaffolds. The compound exhibits good bench stability and facilitates efficient derivatization under standard Pd-catalyzed conditions.

Synthesis

  • Route1

    References

    • WO2010/83246 A1, ; Page/Page column 143-144 ;
  • Route2

    References

    • WO2013/29548 A1, ; Page/Page column 87; 88 ;
  • Route3

    References

    • EP2221301 A1, ; Page/Page column 45-46 ;

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   2.0797
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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