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

  • CAS No. 691872-15-8

  • Cat. No. CS-0060276
  • Purity≥97%
  • MDL No.None

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

5-Bromo-2-nitropyridin-3-ol|CS-0060276

Structure of 691872-15-8

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General Information

  • CAS No. 691872-15-8
  • Cat. No. CS-0060276
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrN₂O₃
  • Molecular Weight 218.99
  • Synonym(s) 5-Bromo-2-nitro-pyridin-3-o
  • SMILES C1=C(C=NC(=C1O)[N+](=O)[O-])Br

Description

5-Bromo-2-nitropyridin-3-ol features a bromine substituent at the 5-position and a nitro group at the 2-position on a pyridin-3-ol scaffold, delivering enhanced electrophilicity for cross-coupling reactions. The phenolic hydroxyl enables direct derivatization, while the electron-deficient ring facilitates nucleophilic substitution under mild conditions. This bench-stable, moisture-tolerant building block supports efficient synthesis of bioactive heterocycles in medicinal chemistry and materials science.

Application

5-Bromo-2-nitropyridin-3-ol serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromine and nitro functionalities. The phenolic hydroxyl group provides additional site for derivatization, while the molecule exhibits sufficient bench stability for routine handling. Its orthogonal reactivity profile facilitates the construction of complex nitrogen-containing scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • Eternity Bioscience Inc. Patent: US2012/220551 A1, 2012 ; Location in patent: Page/Page column 20 ;

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   76.26
  • LogP   1.4579
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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