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CS-W001157 4
Total: USD 88.00

2,3-Dichloropyrido[2,3-b]pyrazine

  • CAS No. 25710-18-3

  • Cat. No. CS-0076788
  • Purity≥98%
  • MDL No.None

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

2,3-Dichloropyrido[2,3-b]pyrazine|CS-0076788

Structure of 25710-18-3

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General Information

  • CAS No. 25710-18-3
  • Cat. No. CS-0076788
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₂N₃
  • Molecular Weight 200.02
  • Synonym(s) 2,3-DICHLORO-PYRIDO[2,3-B]PYRAZINE
  • SMILES ClC1=NC2=C(N=C1Cl)C=CC=N2

Description

2,3-Dichloropyrido[2,3-b]pyrazine is a chlorinated heterocyclic scaffold featuring two adjacent chlorine substituents on the pyridine ring. This electron-deficient core enables direct functionalization in cross-coupling reactions and serves as a key building block for pharmaceutical intermediates. The molecule exhibits enhanced stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

2,3-Dichloropyrido[2,3-b]pyrazine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the chlorinated positions. Its rigid, electron-deficient framework enhances stability and facilitates functionalization in medicinal chemistry applications. The compound exhibits favorable bench stability and ease of purification, making it suitable for scalable synthesis workflows.

Synthesis

  • Route1
    • 1,4-Dihydropyrido[2,3-b]pyrazine-2,3-dione|CS-0073465
      2067-84-7
    • ~78%
    • In-stock
      2,3-Dichloropyrido[2,3-b]pyrazine|CS-0076788
      25710-18-3

    References

    • Gong, Young-Dae; Dong, Mi-Sook; Lee, Sang-Bum; Kim, Nayeon; Bae, Mi-Seon; Kang, Nam-Sook Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 18 p. 5639 - 5647
  • Route2

    References

    • NOVARTIS AG; CHARLTON, Steven, John; LEBLANC, Catherine; MCKEOWN, Stephen, Carl Patent: WO2012/7539 A1, 2012 ; WO 2012/007539 A1
  • Route3

    References

    • Unciti-Broceta, Asier; Pineda-de-las-Infantas, Maria Jose; Gallo, Miguel Angel; Espinosa, Antonio Tetrahedron Letters, 2010 , vol. 51, # 17 p. 2262 - 2264

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   38.67
  • LogP   2.3316
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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