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CS-W001157 4
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6-Bromo-5-methylpyrazin-2-amine

  • CAS No. 74290-68-9

  • Cat. No. CS-W019079
  • Molecule weight188.03
  • Purity≥98%
  • MDL No.MFCD17011819

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

6-Bromo-5-methylpyrazin-2-amine|CS-W019079

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General Information

  • CAS No. 74290-68-9
  • Cat. No. CS-W019079
  • Purity ≥98%
  • MDL No. MFCD17011819
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃
  • Molecular Weight 188.03
  • Synonym(s) 2-amino-6-bromo-5-methylpyrazine
  • SMILES CC1=C(Br)N=C(N)C=N1

Description

6-Bromo-5-methylpyrazin-2-amine features a bromine substituent at the 6-position and a methyl group at the 5-position on a pyrazine core, enabling diverse downstream functionalization. The primary amine at the 2-position facilitates coupling reactions, while the electron-deficient pyrazine ring supports transition metal-catalyzed transformations. This compound serves as a key intermediate in medicinal chemistry and materials science applications.

Application

6-Bromo-5-methylpyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo group and amine functionality. The methyl substituent enhances metabolic stability, while the pyrazine core provides a rigid, electron-deficient platform for target-directed synthesis. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient incorporation into diverse heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Sato, Nobuhiro Journal of Heterocyclic Chemistry, 1980 , vol. 17, p. 143 - 147

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   51.8
  • LogP   1.12972
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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