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CS-W001157 4
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2-Amino-6-bromo-3-pyridinecarboxylic acid

  • CAS No. 1196157-51-3

  • Cat. No. CS-W008862
  • Purity≥95%
  • MDL No.MFCD13190078

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

2-Amino-6-bromo-3-pyridinecarboxylic acid|CS-W008862

Structure of 1196157-51-3

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General Information

  • CAS No. 1196157-51-3
  • Cat. No. CS-W008862
  • Purity ≥95%
  • MDL No. MFCD13190078
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₂O₂
  • Molecular Weight 217.02
  • Synonym(s) 2-Amino-6-bromonicotinic acid
  • SMILES O=C(C1=CC=C(Br)N=C1N)O

Description

2-Amino-6-bromo-3-pyridinecarboxylic acid features a pyridine core functionalized with amino, bromo, and carboxylic acid groups at strategic positions. This combination enables direct incorporation into heterocyclic scaffolds, serving as a key intermediate in the synthesis of bioactive molecules. The molecule exhibits enhanced solubility and stability under standard reaction conditions.

Application

2-Amino-6-bromo-3-pyridinecarboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the 2-amino and 6-bromo positions. Its ortho-directing amino group facilitates regioselective substitutions, while the bromide supports palladium-catalyzed cross-coupling reactions. The carboxylic acid moiety allows for amide formation, esterification, or metal salt preparation, enhancing its utility in medicinal chemistry and API development. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows.

Safety Information

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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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