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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 944401-56-3

  • Cat. No. CS-M0294
  • Purity≥95%
  • MDL No.MFCD09864896

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

5-Bromo-4-(trifluoromethyl)pyridin-2-amine|CS-M0294

Structure of 944401-56-3

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General Information

  • CAS No. 944401-56-3
  • Cat. No. CS-M0294
  • Purity ≥95%
  • MDL No. MFCD09864896
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrF₃N₂
  • Molecular Weight 241.01
  • Synonym(s) 2-amino-5-bromo-4-(trifluoromethyl)pyridine
  • SMILES FC(F)(F)C1=C(Br)C=NC(N)=C1

Description

5-Bromo-4-(trifluoromethyl)pyridin-2-amine features a bromine atom at the 5-position and a trifluoromethyl group at the 4-position of the pyridine ring, creating a highly electron-deficient heterocyclic scaffold. This configuration enables efficient cross-coupling reactions in medicinal chemistry and materials synthesis. The amine functionality provides a reactive handle for further derivatization under mild conditions.

Application

5-Bromo-4-(trifluoromethyl)pyridin-2-amine serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The bromo group enables palladium-catalyzed coupling with boronic acids, while the trifluoromethyl moiety enhances metabolic stability and lipophilicity. Its pyridine amine functionality provides a handle for further derivatization, including amidation or electrophilic substitution. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis of complex heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Burger, Matthew T.; Pecchi, Sabina; Wagman, Allan; Ni, Zhi-Jie; Knapp, Mark; Hendrickson, Thomas; Atallah, Gordana; Pfister, Keith; Zhang, Yanchen; Bartulis, Sarah; Frazier, Kelly; Ng, Simon; Smith, Aaron; Verhagen, Joelle; Haznedar, Joshua; Huh, Kay; Iwanowicz, Ed; Xin, Xiaohua; Menezes, Daniel; Merritt, Hanne; Lee, Isabelle; Wiesmann, Marion; Kaufman, Susan; Crawford, Kenneth; Chin, Michael; Bussiere, Dirksen; Shoemaker, Kevin; Zaror, Isabel; Maira, Sauveur-Michel; Voliva, Charles F. ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 10 p. 774 - 779

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-H319
Precautionary Statements : P264-P270-P280-P330-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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