2-Pyrrolidone → 1-(4-Bromo-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidin-2-one

Participants

Reaction Conditions

Reaction Steps

2,4-Dibromo-5,7-difluoro-3-methylquinoline (500 mg, 1.50 mmol), pyrrolidin-2-one (0.110 mL, 1.50 mmol), copper (I) iodide (14 mg, 0.074 mmol), (1S,2S)—N1,N2-dimethylcyclohexane-1,2-diamine (0.023 mL, 0.150 mmol) and potassium phosphate tribasic (630 mg, 3.00 mmol) were slurried in 1,4-dioxane (5 mL) and stirred in a microwave reactor at 110° C. for 2 h. The resulting slurry was partitioned between EtOAc and water. The separated aqueous layer was extracted with EtOAc and the combined organic extracts were washed with brine (1×50 mL) and dried over MgSO4. The crude product was purified by column chromatography (silica gel, 0 to 100% EtOAc:DCM) to give 1-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidin-2-one. Mass Spectrum (ESI) m/e=341.0 [(M+1) (79Br)] and 343.1 [(M+1) (81Br)].

Provenance & Evidence