Water → HCID 86687521, compound

Participants

Reaction Conditions

Reaction Steps

N-(2,4-dimethoxybenzyl)-1-(pyrrolidin-2-yl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide (0.050 g, 0.080 mmol) and potassium carbonate (0.055 g, 0.400 mmol) were dissolved in DMF (0.800 ml). 2-Bromoethyl methyl ether (9.03 μl, 0.096 mmol) was added and the reaction was stirred for three hours at 70° C. Water was added followed by ethyl acetate. The aqueous layer was extracted with ethyl acetate, and the combined organic layers dried with sodium sulfate, filtered, and concentrated. The material was purified via silica gel column chromatography (12 g, gradient elution 0 to 20% MeOH:EtOAc with 5% triethylamine modifier) to afford N-(2,4-dimethoxybenzyl)-1-(1-(2-methoxyethyl)pyrrolidin-2-yl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide as an off white solid. m/z (ESI) 569.3 (M+H)+.

Provenance & Evidence