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CS-W001157 4
Total: USD 88.00

3-Amino-4-bromopyridine

  • CAS No. 239137-39-4

  • Cat. No. CS-W004805
  • Molecule weight173.01
  • Purity≥96%
  • MDL No.MFCD04112575

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

3-Amino-4-bromopyridine|CS-W004805

Structure of 239137-39-4

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General Information

  • CAS No. 239137-39-4
  • Cat. No. CS-W004805
  • Purity ≥96%
  • MDL No. MFCD04112575
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrN₂
  • Molecular Weight 173.01
  • Synonym(s) 4-Brompyridin-3-amin
  • SMILES NC1=C(C=CN=C1)Br

Description

3-Amino-4-bromopyridine features a bromine atom at the 4-position and an amino group at the 3-position of the pyridine ring, enabling selective functionalization in cross-coupling reactions. The electron-donating amino group enhances reactivity at the adjacent carbon, while the bromine serves as a reliable coupling handle. This dual functionality supports efficient synthesis of complex heterocycles in medicinal chemistry and materials science applications.

Application

3-Amino-4-bromopyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its ortho-halogen and meta-amino functionality. The amino group provides a handle for derivatization, while the bromine supports reliable coupling with arylboranes or alkenyl stannanes. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1
    • null|null
      239137-58-7
    • ~85%
    • In-stock
      3-Amino-4-bromopyridine|CS-W004805
      239137-39-4

    References

    • Stockmann, Vegar; Eriksen, Kristine L.; Fiksdahl, Anne Tetrahedron, 2008 , vol. 64, # 49 p. 11180 - 11184
  • Route2

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 11 p. 1505 - 1510
  • Route3
    • null|null
      1048960-66-2
    • ~%
    • In-stock
      3-Amino-4-bromopyridine|CS-W004805
      239137-39-4

    References

    • Tetrahedron, , vol. 64, # 49 p. 11180 - 11184

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

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.4263
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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