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CS-W001157 4
Total: USD 88.00

5-Bromopyrazine-2,3-diamine

  • CAS No. 89123-58-0

  • Cat. No. CS-W008867
  • Purity≥96%
  • MDL No.MFCD06245575

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

5-Bromopyrazine-2,3-diamine|CS-W008867

Structure of 89123-58-0

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General Information

  • CAS No. 89123-58-0
  • Cat. No. CS-W008867
  • Purity ≥96%
  • MDL No. MFCD06245575
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅BrN₄
  • Molecular Weight 189.01
  • Synonym(s) 5-Bromo-2,3-pyrazinediamine; 2,3-Diamino-5-bromopyrazine; 5-bromo-pyrazine-2,3-diamine
  • SMILES NC1=NC=C(Br)N=C1N

Description

5-Bromopyrazine-2,3-diamine features a pyrazine core with bromo and diamine functionalities enabling versatile coupling in synthetic routes. The electron-deficient ring facilitates transition metal-catalyzed cross-couplings, while the diamine moiety offers dual coordination sites for complex ligand design. This bench-stable compound integrates readily into functionalized heterocycles under standard conditions.

Application

5-Bromopyrazine-2,3-diamine serves as a versatile building block for constructing pyrazine-based heterocycles in medicinal chemistry and materials science. Its two primary amine functionalities enable facile coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig arylations, while the bromine substituent offers orthogonal reactivity for further diversification. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it well-suited for iterative synthesis campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • de Vicente Fidalgo, Javier; Hermann, Johannes Cornelius; Lemoine, Remy; Li, Hongju; Lovey, Allen John; Sjogren, Eric Brian; Soth, Michael Patent: US2011/59118 A1, 2011 ; Location in patent: Page/Page column 81-82 ;

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-H317-H319-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   77.82
  • LogP   0.4035
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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