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3-Bromo-1-methyl-5-(trifluoromethyl)pyridin-2(1H)-one

  • CAS No. 1215205-35-8

  • Cat. No. CS-0186774
  • Purity≥97%
  • MDL No.None

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

3-Bromo-1-methyl-5-(trifluoromethyl)pyridin-2(1H)-one|CS-0186774

Structure of 1215205-35-8

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General Information

  • CAS No. 1215205-35-8
  • Cat. No. CS-0186774
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrF₃NO
  • Molecular Weight 256.02
  • Synonym(s) 3-Bromo-1-methyl-5-(trifluoromethyl)pyridin-2-one
  • SMILES CN1C=C(C=C(C1=O)Br)C(F)(F)F

Description

3-Bromo-1-methyl-5-(trifluoromethyl)pyridin-2(1H)-one features a trifluoromethyl group enhancing electron-withdrawal and metabolic stability, while the bromo substituent enables facile cross-coupling reactions. The pyridinone core provides a rigid, polar scaffold suitable for medicinal chemistry applications. This bench-stable compound integrates efficiently into diverse synthetic pathways.

Application

3-Bromo-1-methyl-5-(trifluoromethyl)pyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the trifluoromethyl and carbonyl functionalities enhance metabolic stability and modulate electronic properties. Bench-stable and readily purified by flash chromatography, it functions as a key intermediate in the synthesis of bioactive heterocycles and targeted therapeutics.

Safety Information

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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   22
  • LogP   2.1666
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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