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Methyl 5-chloropyrazine-2-carboxylate

  • CAS No. 33332-25-1

  • Cat. No. CS-B0937
  • Purity≥98%
  • MDL No.MFCD01632102

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

Methyl 5-chloropyrazine-2-carboxylate|CS-B0937

Structure of 33332-25-1

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General Information

  • CAS No. 33332-25-1
  • Cat. No. CS-B0937
  • Purity ≥98%
  • MDL No. MFCD01632102
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) methyl 5-chloropiperazine-2-carboxylate
  • SMILES O=C(C1=NC=C(Cl)N=C1)OC

Description

Methyl 5-chloropyrazine-2-carboxylate is a bench-stable heterocyclic ester featuring a chlorinated pyrazine core that enables selective functionalization in synthetic sequences. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and agrochemical architectures, offering enhanced reactivity under standard conditions.

Application

Methyl 5-chloropyrazine-2-carboxylate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to substituted pyrazine scaffolds. The chloro group at the C5 position facilitates nucleophilic substitution reactions, while the ester functionality supports subsequent transformations such as hydrolysis or coupling. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing complex nitrogen-containing frameworks in API development.

Synthesis

  • Route1

    References

    • Daiichi Sankyo Company, Limited Patent: EP2239253 A1, 2010 ; Location in patent: Page/Page column 96 ; EP 2239253 A1
  • Route2
    • null|null
      67-56-1
    • ~%
    • In-stock
      Methyl 5-chloropyrazine-2-carboxylate|CS-B0937
      33332-25-1

    References

    • WO2007/81897 A2, ; Page/Page column 29 ; WO 2007/081897 A2
  • Route3
    • null|null
      67-56-1
    • In-stock
      5-Hydroxypyrazine-2-Carboxylic Acid|CS-0876
      34604-60-9
    • ~%
    • In-stock
      Methyl 5-chloropyrazine-2-carboxylate|CS-B0937
      33332-25-1

    References

    • WO2012/40137 A1, ; Page/Page column 90 ; WO 2012/040137 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-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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