Ethyl Acetate → HCID 51029730, compound

Participants

Reaction Steps

0.085 g (0.26 mmol) of 3-[2-(4-chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde is dissolved in 8 ml of tetrahydrofuran under a stream of nitrogen. The medium is cooled to 5° C. before slow addition of 0.30 ml (0.90 mmol) of a methylmagnesium bromide solution (3M in ethyl ether). The medium is subsequently stirred at ambient temperature for 2 hours. Neutralization is carried out by adding, under cold conditions and dropwise, a saturated aqueous ammonium chloride solution and then dilution is carried out with ethyl acetate and water. The organic phase is separated and then the aqueous phase is extracted twice with ethyl acetate. The organic phases are combined, dried over sodium sulphate, filtered and concentrated under vacuum. The residue is purified by chromatography on silica gel (by solid deposit), elution being carried out with a mixture of cyclohexane and ethyl acetate (8/2). 0.048 g (53%) of the expected product is obtained in the form of a white powder.

Provenance & Evidence