Ethyl 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylate

Name: Ethyl 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylate
Brand: ChemScene
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CAS No. 116548-02-8
Cat. No. CS-0436980
Purity≥98%
MDL No.None

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Ethyl 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylate|CS-0436980

Structure of 116548-02-8

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General Information

CAS No. 116548-02-8
Cat. No. CS-0436980
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈F₃NO₃
Molecular Weight 235.16
Synonym(s) 1,2-Dihydro-2-oxo-6-(trifluoromethyl)-3-pyridinecarboxylic acid ethyl ester
SMILES O=C(C1=CC=C(C(F)(F)F)NC1=O)OCC

Description

Ethyl 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylate features a trifluoromethyl group that enhances electron deficiency and metabolic stability. This dihydropyridine scaffold integrates readily into heterocyclic synthesis, offering high reactivity in transition-metal-catalyzed couplings and enabling efficient access to bioactive pyridine derivatives under standard conditions.

Application

Ethyl 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine derivatives. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the 1,2-dihydropyridine core facilitates nucleophilic addition and subsequent aromatization. The ester functionality supports standard transformations including hydrolysis, reduction, and coupling reactions. This compound exhibits bench stability and is compatible with diverse reaction conditions, making it valuable for medicinal chemistry and process development workflows.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 59.16
LogP 1.5704
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylate

CAS No. 116548-02-8

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