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CS-W001157 4
Total: USD 88.00

Methyl 3-chloropyrazine-2-carboxylate

  • CAS No. 27825-21-4

  • Cat. No. CS-W019277
  • Purity≥96%
  • MDL No.MFCD03093326

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

Methyl 3-chloropyrazine-2-carboxylate|CS-W019277

Structure of 27825-21-4

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General Information

  • CAS No. 27825-21-4
  • Cat. No. CS-W019277
  • Purity ≥96%
  • MDL No. MFCD03093326
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 3-Chloropyrazine-2-carboxylic Acid Methyl Ester
  • SMILES ClC1=NC=CN=C1C(=O)OC

Description

Methyl 3-chloropyrazine-2-carboxylate features a chlorinated pyrazine core that delivers enhanced electrophilicity at the C3 position, enabling efficient coupling reactions in heterocyclic synthesis. This bench-stable, moisture-tolerant reagent integrates readily into medicinal chemistry workflows, serving as a key intermediate for bioactive compound libraries.

Application

Methyl 3-chloropyrazine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazine-based pharmacophores. Its chloro group at the C3 position facilitates nucleophilic substitution reactions, while the ester functionality supports subsequent transformations such as hydrolysis or reduction. The compound exhibits good bench stability and is compatible with standard coupling protocols, making it valuable for medicinal chemistry campaigns targeting kinase inhibitors and other bioactive scaffolds.

Synthesis

  • Route1

    References

    • Holzer, Wolfgang; Eller, Gernot A.; Datterl, Barbara; Habicht, Daniela Magnetic Resonance in Chemistry, 2009 , vol. 47, # 7 p. 617 - 624
  • Route2

    References

    • Okawa, Tomohiro; Eguchi, Shoji; Kakehi, Akikazu Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 3 p. 247 - 254
  • Route3

    References

    • Krapcho, A. Paul; Gallagher, Cynthia E.; Hammach, Abdelhakim; Ellis, Michael; Menta, Ernesto; Oliva, Ambrogio Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 1 p. 27 - 32

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

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Computational Chemistry Data

  • TPSA   52.08
  • LogP   0.9166
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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