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CS-W001157 4
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2-Amino-5-(trifluoromethyl)pyrazine

  • CAS No. 69816-38-2

  • Cat. No. CS-W004213
  • Purity≥96%
  • MDL No.MFCD10697797

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

2-Amino-5-(trifluoromethyl)pyrazine|CS-W004213

Structure of 69816-38-2

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General Information

  • CAS No. 69816-38-2
  • Cat. No. CS-W004213
  • Purity ≥96%
  • MDL No. MFCD10697797
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄F₃N₃
  • Molecular Weight 163.10
  • Synonym(s) 5-(Trifluoromethyl)pyrazin-2-amine
  • SMILES FC(c1ncc(nc1)N)(F)F

Description

2-Amino-5-(trifluoromethyl)pyrazine is a bench-stable, electron-deficient heterocycle featuring a strategically positioned amino group and a strongly polar trifluoromethyl substituent. This combination enables direct incorporation into bioactive molecule scaffolds, particularly in medicinal chemistry applications where enhanced metabolic stability and membrane permeability are required.

Application

2-Amino-5-(trifluoromethyl)pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive molecules through standard coupling reactions. Its amino and trifluoromethyl groups offer orthogonal reactivity, facilitating functionalization while maintaining stability under common reaction conditions. The molecule exhibits favorable solubility and bench stability, making it well-suited for multi-step synthetic sequences and API development workflows.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY; COOK II, James H.; MCDONALD, Ivar, M.; KING, Dalton; OLSON, Richard, E.; WANG, Nenghui; IWUAGWU, Christiana, I.; ZUSI, Christopher, F.; MACOR, John, E. Patent: WO2011/53292 A1, 2011 ; Location in patent: Page/Page column 132 ; WO 2011/053292 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 : 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

Quality Control

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.0776
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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