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CS-W001157 4
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4-Amino-6-bromopyridin-3-ol

  • CAS No. 1033203-48-3

  • Cat. No. CS-0145983
  • Molecule weight189.01
  • Purity≥95%
  • MDL No.MFCD11100662

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

4-Amino-6-bromopyridin-3-ol|CS-0145983

Structure of 1033203-48-3

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General Information

  • CAS No. 1033203-48-3
  • Cat. No. CS-0145983
  • Purity ≥95%
  • MDL No. MFCD11100662
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrN₂O
  • Molecular Weight 189.01
  • Synonym(s) 4-Amino-6-bromo-3-pyridinol
  • SMILES OC1=C(N)C=C(Br)N=C1

Description

4-Amino-6-bromopyridin-3-ol features a pyridine core functionalized with amino, bromo, and hydroxyl groups at the 4, 6, and 3 positions, respectively. This tri-functional scaffold enables direct incorporation into heterocyclic architectures. The electron-rich amine pairs effectively with the electron-deficient bromine for cross-coupling transformations. The phenolic hydroxyl enhances solubility and facilitates derivatization. This compound serves as a key building block in medicinal chemistry and materials synthesis.

Application

4-Amino-6-bromopyridin-3-ol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine core through palladium-catalyzed cross-coupling reactions. The amino and hydroxyl groups provide orthogonal handles for derivatization, while the bromine facilitates C–C bond formation under standard Suzuki or Negishi conditions. Bench-stable and readily purified by recrystallization, it functions efficiently in the synthesis of bioactive heterocycles and API intermediates.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   59.14
  • LogP   1.1319
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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