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CS-W001157 4
Total: USD 88.00

2-amino-5-bromonicotinic acid

  • CAS No. 52833-94-0

  • Cat. No. CS-W002834
  • Purity≥97%
  • MDL No.MFCD01860227

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

2-amino-5-bromonicotinic acid|CS-W002834

Structure of 52833-94-0

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General Information

  • CAS No. 52833-94-0
  • Cat. No. CS-W002834
  • Purity ≥97%
  • MDL No. MFCD01860227
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₂O₂
  • Molecular Weight 217.02
  • Synonym(s) 5-bromo-2-aminonicotinic acid
  • SMILES Brc1cnc(c(c1)C(=O)O)N

Description

2-Amino-5-bromonicotinic acid features a bromine atom at the 5-position and an amino group at the 2-position of the nicotinic acid scaffold, delivering a potent electron-deficient heterocyclic core. This configuration enables direct incorporation into pharmaceutical intermediates and bioactive molecule scaffolds requiring halogenated pyridine motifs. The compound exhibits enhanced reactivity in cross-coupling processes and offers improved solubility in polar solvents compared to analogs.

Application

2-Amino-5-bromonicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of brominated heterocyclic scaffolds via standard coupling and cyclization protocols. Its ortho-amino and bromine substituents provide orthogonal reactivity for palladium-catalyzed cross-coupling and directed metalation, facilitating efficient access to complex nitrogen-containing frameworks. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring precise regiocontrol.

Synthesis

  • Route1

    References

    • US6369056 B1, ; US 6369056 B1

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   76.21
  • LogP   1.1245
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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