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CS-W001157 4
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5-Bromopyrazin-2-ol

  • CAS No. 374063-92-0

  • Cat. No. CS-W003277
  • Purity≥97%
  • MDL No.MFCD06245330

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

5-Bromopyrazin-2-ol|CS-W003277

Structure of 374063-92-0

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General Information

  • CAS No. 374063-92-0
  • Cat. No. CS-W003277
  • Purity ≥97%
  • MDL No. MFCD06245330
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃BrN₂O
  • Molecular Weight 174.98
  • Synonym(s) 5-Bromo-2-pyrazinol
  • SMILES O=C1C=NC(Br)=CN1

Description

5-Bromopyrazin-2-ol delivers a reactive bromine handle at the 5-position of a pyrazinone scaffold, enabling facile cross-coupling and functionalization. The hydroxyl group at the 2-position provides hydrogen-bonding capacity and enhances solubility in polar media. This combination supports efficient incorporation into bioactive heterocycles and advanced synthetic intermediates under standard conditions.

Application

5-Bromopyrazin-2-ol serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent and reactive hydroxyl group. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient construction of complex pyrazine-based scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • PFIZER INC. Patent: WO2004/92145 A1, 2004 ; Location in patent: Page 133 ; WO 2004/092145 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P305+P351+P338-P330-P501

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Computational Chemistry Data

  • TPSA   45.75
  • LogP   0.5324
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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