Phthalimide potassium salt → 1-((1,3-Dioxoisoindolin-2-yl)methyl)-6,7-dimethoxyisoquinolin-3-yl acetate

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Reaction Steps

To a stirred solution of 1-(bromomethyl)-6,7-dimethoxyisoquinolin-3-yl acetate SIL 32162 (2.57 g, 7.56 mmol) in dry DMF (60 mL) in a 250 mL round-bottomed flask equipped with a magnetic stirrer was added potassium phthalimide (2.43 g, 13.12 mmol) and the mixture was stirred overnight at RT and then diluted with Et2O (150 mL) and H2O (40 mL). A solid appeared and was isolated by filtration. The aqueous phase was isolated and diluted with Et2O (100 mL) before vigorous stirring for 15 min, which gave a new amount of solid that was isolated by filtration (done 3 times). The solids were then combined, further washed with Et2O (100 mL) and dried overnight under vacuum in presence of P2O5, which gave 2.10 g of 1-((1,3-dioxoisoindolin-2-yl)methyl)-6,7-dimethoxyisoquinolin-3-yl acetate SIL 32166 as an off-white solid (68%).

Provenance & Evidence