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2-Bromo-6-(trifluoromethyl)pyridin-3-amine

  • CAS No. 117519-16-1

  • Cat. No. CS-0036144
  • Purity≥98%
  • MDL No.MFCD11052334

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

2-Bromo-6-(trifluoromethyl)pyridin-3-amine|CS-0036144

Structure of 117519-16-1

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General Information

  • CAS No. 117519-16-1
  • Cat. No. CS-0036144
  • Purity ≥98%
  • MDL No. MFCD11052334
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrF₃N₂
  • Molecular Weight 241.01
  • Synonym(s) 3-Pyridinamine, 2-bromo-6-(trifluoromethyl)-
  • SMILES NC1=CC=C(C(F)(F)F)N=C1Br

Description

2-Bromo-6-(trifluoromethyl)pyridin-3-amine features a bromine atom at the 2-position and a trifluoromethyl group at the 6-position of the pyridine ring, with an amine substituent at the 3-position. This electron-deficient heterocycle enables efficient cross-coupling reactions in medicinal chemistry. The molecule exhibits enhanced metabolic stability and lipophilicity, facilitating incorporation into bioactive scaffolds. Its bench-stable nature supports routine handling under standard conditions.

Application

2-Bromo-6-(trifluoromethyl)pyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromide and electron-deficient pyridine core. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the amine functionality allows for direct derivatization or incorporation into heterocyclic scaffolds. Bench-stable and compatible with standard purification methods, it facilitates efficient synthesis of advanced intermediates for pharmaceutical development.

Synthesis

  • Route1

    References

    • Almirall, S.A.; Vidal Juan, Bernat; Alonso Diez, Juan Antonio; Buil Albero, María Antonia; Eastwood, Paul Robert; Esteve Trias, Cristina; Lozoya Toribio, María Estrella; Roberts, Richard Spurring; Vidal Gispert, Laura Patent: EP2548876 A1, 2013 ; Location in patent: Paragraph 0333-0336 ; EP 2548876 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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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