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CS-W001157 4
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3,5-Dichloropyrazine-2-carbonitrile

  • CAS No. 313339-92-3

  • Cat. No. CS-W005188
  • Purity≥97%
  • MDL No.MFCD13193460

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

3,5-Dichloropyrazine-2-carbonitrile|CS-W005188

Structure of 313339-92-3

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General Information

  • CAS No. 313339-92-3
  • Cat. No. CS-W005188
  • Purity ≥97%
  • MDL No. MFCD13193460
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅HCl₂N₃
  • Molecular Weight 173.99
  • Synonym(s) 5-dichloropyrazine-2-carbonitrile
  • SMILES N#CC1=NC=C(Cl)N=C1Cl

Description

3,5-Dichloropyrazine-2-carbonitrile features a pyrazine core bearing two chlorine substituents and a carbonitrile group at the 2-position. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling efficient coupling reactions through its nitrile functionality and reactive halogen sites. The molecule exhibits enhanced stability under standard bench conditions, facilitating straightforward incorporation into complex molecular architectures.

Application

3,5-Dichloropyrazine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through nucleophilic substitution and cross-coupling reactions. Its dichloro and nitrile functionalities offer orthogonal reactivity, facilitating sequential functionalization under mild conditions. The compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for scalable synthesis and API development workflows.

Synthesis

  • Route1
    • null|null
      1207852-78-5
    • ~56%
    • In-stock
      3,5-Dichloropyrazine-2-carbonitrile|CS-W005188
      313339-92-3

    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 111-112 ; WO 2010/016005 A1
  • Route2

    References

    • Scales, Stephanie; Johnson, Sarah; Hu, Qiyue; Do, Quyen-Quyen; Richardson, Paul; Wang, Fen; Braganza, John; Ren, Shijian; Wan, Yadong; Zheng, Baojiang; Faizi, Darius; McAlpine, Indrawan Organic Letters, 2013 , vol. 15, # 9 p. 2156 - 2159

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   49.57
  • LogP   1.65508
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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