Water → Methyl methoxy-[2-(1-(4-chlorophenyl)-3-pyrazolyloxy)pyridin-3-yl]acrylate

Participants

Reaction Steps

At room temperature, a mixture of 1.86 g (5.4 mmol) of methoxymethyltriphenylphosphonium chloride and 0.98 g (5.4 mmol) of sodium methoxide solution (30% strength in methanol) in 15 ml of dimethylformamide was stirred for 10 minutes. Subsequently, the reaction mixture was admixed with 1.0 g (2.72 mmol) of methyl [2-(1-(4-chlorophenyl)-3-pyrazolyloxy)pyridin-3-yl]glyoxylate (Example 1a.) dissolved in 5 ml of dimethylformamide. The reaction mixture was stirred at room temperature for 2 hours and then hydrolyzed with 20 ml of water. The aqueous phase was subsequently extracted with methyl tert-butyl ether. The combined organic phases were dried over sodium sulfate and the solvent was subsequently removed under reduced pressure. 0.6 g (57%) of the title compound was obtained in the form of a yellow solid.

Provenance & Evidence