Potassium Carbonate → (S)-1-(4-Chloroquinolin-7-ylmethyl)-4-[3-(5-chlorothiophen-2-yl)-allyl]-3-methylpiperazin-2-one

Participants

Reaction Steps

(S)-1-(4-chloroquinolin-7-ylmethyl)-3-methylpiperazin-2-one hydrochloride (0.25 g, 1.0 mmol), EXAMPLE 91, is treated with 2-(3-Bromo-(E)-propenyl)-5-chloro-thiophene (0.35 g 1.2 mmol), EXAMPLE 17, and potassium carbonate (0.5 g, 3 mmol). The resulting suspension is sonicated for 10 minutes then stirred vigorously for 16 h at ambient temperature. The reaction mixture is poured into water and extracted with ethyl acetate (2×150 mL). The organic layer is washed with water (4×200 mL), dried over sodium sulfate and concentrated. The residue is chromatographed (3% methanol/methylene chloride) to give the title compound (0.31 g, 0.73 mmol).

Provenance & Evidence