Potassium Carbonate → HCID 66932198, compound

Participants

Reaction Conditions

Reaction Steps

K2CO3 (414 mg, 3 mmol) and 1-(2-bromo-ethyl)-4-fluoro-benzene (0.21 ml, 1.5 mmol) were added to a suspension of (E)-3-{4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (254 mg, 0.752 mmol, Intermediate 1, hydrochloride salt) in acetone (10 ml). The mixture was stirred at 50° C. for 54 h, then the solvent was evaporated and the residue was partitioned between water and DCM. The organic phase was dried, then evaporated and the crude residue was purified by column chromatography (eluent: DCM/MeOH 99:1 to 98:2) to give (E)-3-{1′-[2-(4-fluoro-phenyl)-ethyl]-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (300 mg) as a light yellow solid.

Provenance & Evidence