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CS-W001157 4
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2-Bromo-5-chloropyridin-3-ol

  • CAS No. 127561-70-0

  • Cat. No. CS-W021619
  • Purity≥96%
  • MDL No.MFCD09835245

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

2-Bromo-5-chloropyridin-3-ol|CS-W021619

Structure of 127561-70-0

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General Information

  • CAS No. 127561-70-0
  • Cat. No. CS-W021619
  • Purity ≥96%
  • MDL No. MFCD09835245
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrClNO
  • Molecular Weight 208.44
  • Synonym(s) 2-bromo-5-chloro-3-pyridinol
  • SMILES OC1=CC(Cl)=CN=C1Br

Description

2-Bromo-5-chloropyridin-3-ol features a pyridine core functionalized with bromo and chloro groups at the 2- and 5-positions, respectively, and a hydroxyl group at the 3-position. This trifunctional scaffold enables direct coupling in cross-coupling reactions and serves as a key building block for pharmaceutical intermediates and agrochemicals. The electron-deficient ring facilitates nucleophilic substitution, while the phenolic OH enhances solubility and reactivity under standard conditions.

Application

2-Bromo-5-chloropyridin-3-ol serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine center facilitates efficient C–C bond formation, while the chloro and hydroxyl groups offer complementary functionalization sites. Its bench-stable nature and compatibility with standard reaction conditions make it suitable for iterative synthetic sequences in medicinal chemistry and API development.

Synthesis

  • Route1

    References

    • US4954502 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

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   2.2031
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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