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5-Bromo-3-iodopyrazin-2-amine

  • CAS No. 1062608-42-7

  • Cat. No. CS-0101504
  • Purity≥98%
  • MDL No.MFCD27923201

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

5-Bromo-3-iodopyrazin-2-amine|CS-0101504

Structure of 1062608-42-7

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General Information

  • CAS No. 1062608-42-7
  • Cat. No. CS-0101504
  • Purity ≥98%
  • MDL No. MFCD27923201
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃BrIN₃
  • Molecular Weight 299.90
  • Synonym(s) 5-Bromo-3-iodo-pyrazin-2-ylamine
  • SMILES NC1=NC=C(Br)N=C1I

Description

5-Bromo-3-iodopyrazin-2-amine delivers a dual halogenated pyrazine scaffold ideal for palladium-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential functionalization, while the pyrazine nitrogen atoms provide strong coordination sites for transition metals. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced materials.

Application

5-Bromo-3-iodopyrazin-2-amine serves as a versatile dihalogenated pyrazine building block for transition-metal-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization at the 5-bromo and 3-iodo positions, facilitating the construction of complex heterocyclic scaffolds. The compound exhibits good bench stability and is compatible with standard Pd-catalyzed coupling protocols, making it well-suited for medicinal chemistry applications requiring precise substitution patterns.

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.4259
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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