Potassium Carbonate → HCID 86681715, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 2-(5-(N-(2-bromoethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate (300 mg, 0.650 mmol) in acetonitrile (15 ml), K2CO3 (135 mg, 0.975 mmol) and 1-methylpiperazine (0.080 ml, 0.715 mmol) were added, and the resulting mixture was heated under MW irradiation at 130° C. for 1 hour. Additional K2CO3 (44.8 mg, 0.325 mmol) and 1-methylpiperazine (0.036 ml, 0.325 mmol) were added, and the reaction was submitted to a second microwave cycle at 130° C. for 1 hour. The mixture was diluted with acetonitrile, the insoluble inorganic salts were filtered off, and the filtrate was evaporated under vacuum. Purification by flash chromatography (DCM/MeOH 95/5) afforded tert-butyl 2-(5-(N-(2-(4-methylpiperazin-1-yl)ethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate (149 mg, 0.310 mmol, 47.7% yield, MS/ESI+ 480.9 [MH]+).

Provenance & Evidence