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CS-W001157 4
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3,5-Dibromopyrazin-2-ol

  • CAS No. 21943-15-7

  • Cat. No. CS-W003394
  • Molecule weight253.88
  • Purity≥98%
  • MDL No.MFCD07371406

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

3,5-Dibromopyrazin-2-ol|CS-W003394

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General Information

  • CAS No. 21943-15-7
  • Cat. No. CS-W003394
  • Purity ≥98%
  • MDL No. MFCD07371406
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂Br₂N₂O
  • Molecular Weight 253.88
  • Synonym(s) 3,5-Dibromo-2-hydroxypyrazine
  • SMILES O=C1C(Br)=NC(Br)=CN1

Description

3,5-Dibromopyrazin-2-ol features two bromine atoms at the 3 and 5 positions of the pyrazinone ring, creating a highly functionalized heterocyclic scaffold. This electron-deficient platform enables direct coupling in cross-coupling reactions and serves as a key building block for advanced pharmaceutical intermediates and functional materials. The hydroxyl group enhances solubility and provides a handle for further derivatization under mild conditions.

Application

3,5-Dibromopyrazin-2-ol serves as a versatile building block for the synthesis of brominated heterocyclic scaffolds, enabling efficient late-stage functionalization in medicinal chemistry and materials science. Its stability under standard reaction conditions, combined with orthogonal reactivity of the pyrazinone core and bromide handles, facilitates palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The compound functions effectively in the construction of complex nitrogen-containing frameworks relevant to pharmaceutical intermediates and advanced organic semiconductors.

Synthesis

  • Route1

    References

    • PFIZER INC.; NINKOVIC, Sacha; BRAGANZA, John Frederick; COLLINS, Michael Raymond; KATH, John Charles; LI, Hui; RICHTER, Daniel Tyler Patent: WO2010/16005 A1, 2010 ; Location in patent: Page/Page column 144 ; WO 2010/016005 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

Quality Control

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Computational Chemistry Data

  • TPSA   45.75
  • LogP   1.2949
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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