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CS-W001157 4
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3-Bromo-6-(trifluoromethyl)pyridin-2-amine

  • CAS No. 1214361-39-3

  • Cat. No. CS-0060445
  • Purity≥98%
  • MDL No.None

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

3-Bromo-6-(trifluoromethyl)pyridin-2-amine|CS-0060445

Structure of 1214361-39-3

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General Information

  • CAS No. 1214361-39-3
  • Cat. No. CS-0060445
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrF₃N₂
  • Molecular Weight 241.01
  • Synonym(s) 3-BROMO-6-(TRIFLUOROMETHYL)PYRIDINE-2-AMINE
  • SMILES C1=CC(=NC(=C1Br)N)C(F)(F)F

Description

3-Bromo-6-(trifluoromethyl)pyridin-2-amine features a bromine atom at the 3-position and a trifluoromethyl group at the 6-position of a pyridine ring bearing a primary amine at the 2-position. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions, serving as a key scaffold for pharmaceutical intermediates and advanced ligands.

Application

3-Bromo-6-(trifluoromethyl)pyridin-2-amine serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. The bromo and amino groups provide orthogonal reactivity for sequential modifications, while the trifluoromethyl substituent enhances metabolic stability and lipophilicity—key attributes in medicinal chemistry. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for scalable synthesis of pharmaceutical intermediates and kinase inhibitor scaffolds.

Synthesis

  • Route1

    References

    • Baumann, Karlheinz; Flohr, Alexander; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew Patent: US2011/201605 A1, 2011 ; Location in patent: Page/Page column 56 ;

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.4451
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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