Lithium Hydroxide → 1,4-Dimethyl-2-oxo-6-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic acid

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Reaction Conditions

Reaction Steps

To a solution of 0.60 g (1.8 mmol) of 1,4-dimethyl-2-oxo-6-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic acid methyl ester 4.0 ml of THF/MeOH (1:1) was added 11.0 ml (11.0 mmol) of lithium hydroxide solution (1 molar in water) and the reaction mixture was then heated up to 60° C. After 7 hours, the solvents were evaporated and the residue poured into crashed ice, acidified with 2N HCl and extracted twice with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 95:5) to give 0.53 g (94%) of the title compound as light yellow solid. MS: 310.1 (M−H−).

Provenance & Evidence