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2-Bromo-3-methyl-5H-pyrrolo[2,3-b]pyrazine

  • CAS No. 1260812-97-2

  • Cat. No. CS-0153753
  • Purity≥95%
  • MDL No.MFCD13193677

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

2-Bromo-3-methyl-5H-pyrrolo[2,3-b]pyrazine|CS-0153753

Structure of 1260812-97-2

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General Information

  • CAS No. 1260812-97-2
  • Cat. No. CS-0153753
  • Purity ≥95%
  • MDL No. MFCD13193677
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrN₃
  • Molecular Weight 212.05
  • Synonym(s) 2-Bromo-3-methyl-4H-pyrrolo[2,3-b]pyrazine
  • SMILES CC1=C(Br)N=C2C=CNC2=N1

Description

2-Bromo-3-methyl-5H-pyrrolo[2,3-b]pyrazine features a fused heterocyclic core with bromine and methyl substituents enabling direct functionalization in cross-coupling reactions. This bench-stable scaffold integrates readily into complex molecular architectures, offering high reactivity at the brominated position while maintaining thermal resilience under standard conditions.

Application

2-Bromo-3-methyl-5H-pyrrolo[2,3-b]pyrazine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic cross-coupling applications. Its bromo group enables reliable Suzuki, Stille, and Negishi coupling reactions, while the methyl substituent enhances stability and modulates electronic properties. The fused pyrrolopyrazine core provides a rigid, planar scaffold suitable for targeted ligand design and API development. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for high-throughput synthesis workflows.

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   41.57
  • LogP   2.02882
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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