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CS-W001157 4
Total: USD 88.00

5-Bromo-4-(trifluoromethyl)thiazol-2-amine

  • CAS No. 136411-21-7

  • Cat. No. CS-W005806
  • Purity≥97%
  • MDL No.MFCD09751356

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

5-Bromo-4-(trifluoromethyl)thiazol-2-amine|CS-W005806

Structure of 136411-21-7

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General Information

  • CAS No. 136411-21-7
  • Cat. No. CS-W005806
  • Purity ≥97%
  • MDL No. MFCD09751356
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrF₃N₂S
  • Molecular Weight 247.04
  • Synonym(s) 5-bromo-4-trifluoromethyl-thiazole-2-ylamine
  • SMILES BrC1=C(N=C(S1)N)C(F)(F)F

Description

5-Bromo-4-(trifluoromethyl)thiazol-2-amine features a bromine atom at the 5-position and a strongly electron-withdrawing trifluoromethyl group at the 4-position, creating a uniquely reactive thiazole scaffold. This combination enables efficient cross-coupling and functionalization in medicinal chemistry and materials synthesis. The molecule exhibits bench-stable handling properties and compatibility with diverse reaction conditions.

Application

5-Bromo-4-(trifluoromethyl)thiazol-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromine and electron-deficient thiazole core. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the amine functionality permits straightforward derivatization. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient synthesis of functionalized heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • South, Michael S.; Sant, Karey A. Van Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 4 p. 1017 - 1024

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   38.91
  • LogP   2.5066
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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