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CS-W001157 4
Total: USD 88.00

6-Bromonicotinamide

  • CAS No. 889676-37-3

  • Cat. No. CS-0044657
  • Purity≥96%
  • MDL No.MFCD00266840

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

6-Bromonicotinamide|CS-0044657

Structure of 889676-37-3

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General Information

  • CAS No. 889676-37-3
  • Cat. No. CS-0044657
  • Purity ≥96%
  • MDL No. MFCD00266840
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₂O
  • Molecular Weight 201.02
  • Synonym(s) 3-Pyridinecarboxamide,6-bromo-
  • SMILES O=C(C1=CC=C(Br)N=C1)N

Description

6-Bromonicotinamide features a bromine substituent at the pyridine ring's 6-position, enabling direct functionalization in cross-coupling reactions. The amide group provides enhanced solubility and stability compared to nitrile precursors. This bifunctional scaffold integrates readily into pharmaceutical intermediates and advanced materials.

Application

6-Bromonicotinamide serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine ring via palladium-catalyzed cross-coupling reactions. Its bromine substituent exhibits high reactivity in Suzuki, Stille, and Negishi transformations, while the amide group provides polarity and hydrogen-bonding capacity for improved solubility and target engagement. The compound demonstrates excellent bench stability and is readily purified by flash chromatography or recrystallization, making it well-suited for iterative synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • WO2007/52124 A1, ; Page/Page column 18-19 ; WO 2007/052124 A1

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   55.98
  • LogP   0.943
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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