5-Bromo-1-(2,2,2-trifluoro-ethyl)-1H-pyridin-2-one

Name: 5-Bromo-1-(2,2,2-trifluoro-ethyl)-1H-pyridin-2-one
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CAS No. 1114563-10-8
Cat. No. CS-0341661
Molecule weight256.02
Purity≥98%
MDL No.MFCD15474994

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5-Bromo-1-(2,2,2-trifluoro-ethyl)-1H-pyridin-2-one|CS-0341661

Structure of 1114563-10-8

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General Information

CAS No. 1114563-10-8
Cat. No. CS-0341661
Purity ≥98%
MDL No. MFCD15474994
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrF₃NO
Molecular Weight 256.02
Synonym(s) 5-bromo-1-(2,2,2-trifluoroethyl)pyridin-2(1H)-one
SMILES C1=CC(=O)N(C=C1Br)CC(F)(F)F

Description

5-Bromo-1-(2,2,2-trifluoroethyl)-1H-pyridin-2-one features a trifluoromethylated ethyl side chain that enhances metabolic stability and lipophilicity. The bromine substituent at the 5-position enables facile late-stage functionalization via cross-coupling. This pyridinone scaffold integrates readily into bioactive molecules, offering a robust platform for medicinal chemistry and materials synthesis under standard conditions.

Application

5-Bromo-1-(2,2,2-trifluoroethyl)-1H-pyridin-2-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromo functionality. The trifluoroethyl group enhances metabolic stability and modulates lipophilicity, while the pyridin-2-one core provides a robust scaffold for further functionalization. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex heterocyclic architectures.

Safety Information

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Computational Chemistry Data

TPSA 22
LogP 2.1731
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-1-(2,2,2-trifluoro-ethyl)-1H-pyridin-2-one

CAS No. 1114563-10-8

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