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Methyl 5-amino-6-bromopyrazine-2-carboxylate

  • CAS No. 1076198-49-6

  • Cat. No. CS-0049010
  • Molecule weight232.03
  • Purity≥98%
  • MDL No.None

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

Methyl 5-amino-6-bromopyrazine-2-carboxylate|CS-0049010

Structure of 1076198-49-6

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General Information

  • CAS No. 1076198-49-6
  • Cat. No. CS-0049010
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrN₃O₂
  • Molecular Weight 232.03
  • Synonym(s) Methyl 5-aMino-6-broMo-2-pyrazinecarboxylate
  • SMILES COC(=O)C1=CN=C(N)C(Br)=N1

Description

Methyl 5-amino-6-bromopyrazine-2-carboxylate features a brominated pyrazine core with complementary amino and ester functionalities. This bench-stable scaffold enables direct incorporation into heterocyclic libraries, offering high reactivity in cross-coupling and cyclization workflows. The electron-deficient ring system facilitates transition metal-mediated transformations under mild conditions.

Application

Methyl 5-amino-6-bromopyrazine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The amino and ester groups provide orthogonal functional handles for further derivatization, including amidation, acylation, and cyclization. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to pyrazine-based scaffolds relevant to medicinal chemistry and agrochemical research.

Synthesis

  • Route1

    References

    • Sanofi Aventis Patent: US2009/318473 A1, 2009 ; Location in patent: Page/Page column 27 ;

Safety Information

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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   78.1
  • LogP   0.6079
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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