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CS-W001157 4
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2-Bromo-6-hydroxypyridine

  • CAS No. 27992-32-1

  • Cat. No. CS-W002547
  • Purity≥97%
  • MDL No.MFCD11226855

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

2-Bromo-6-hydroxypyridine|CS-W002547

Structure of 27992-32-1

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General Information

  • CAS No. 27992-32-1
  • Cat. No. CS-W002547
  • Purity ≥97%
  • MDL No. MFCD11226855
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrNO
  • Molecular Weight 174.00
  • Synonym(s) 6-Bromo-2-pyridone
  • SMILES OC1=CC=CC(Br)=N1

Description

2-Bromo-6-hydroxypyridine features a strategically positioned hydroxyl group adjacent to a bromine atom on the pyridine ring, enabling selective functionalization in cross-coupling and nucleophilic substitution reactions. This electron-deficient heterocycle integrates readily into complex molecular architectures under mild conditions, offering high reactivity with minimal side pathways.

Application

2-Bromo-6-hydroxypyridine serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C6 position via nucleophilic substitution or transition-metal-catalyzed coupling. The bromo group facilitates Pd-catalyzed cross-coupling reactions, while the hydroxyl moiety offers site-specific derivatization potential. Its bench-stable nature and compatibility with common protecting group strategies make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • US2009/318455 A1, ; Page/Page column 82 ;
  • Route2

    References

    • Tetrahedron, , vol. 52, # 35 p. 11385 - 11404
  • Route3

    References

    • Tetrahedron, , vol. 52, # 35 p. 11385 - 11404

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   33.12
  • LogP   1.5497
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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