Chlorosuccinimide → HCID 86729669, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 4-{4-[(hydroxyimino)methyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (1.278 g) in ethyl acetate (80 ml) was added, at room temperature, N-chlorosuccinimide (658 mg). After stirring at 60° C. for 30 min, 2,4-difluoro-3-vinylphenol (705 mg), potassium hydrogencarbonate (822 mg) and then one drop of water were added, at room temperature, to the reaction mixture. After stirring overnight at room temperature, the reaction mixture was admixed with ethyl acetate and water and extracted with ethyl acetate. The organic extracts were dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by chromatography. This gave tert-butyl 4-{4-[5-(2,6-difluoro-3-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (658 mg).

Provenance & Evidence