Sodium hydride → 7-Chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one

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Reaction Steps

1.49 g (9.44 mmol) of dioxa-spiro[4.5]decan-8-ol were dissolved in 30 ml of dimethyl acetamide and 283 mg (11.8 mmol) of sodium hydride (60%) were added. After stirring for 30 min at room temperature a solution of 2.50 g (7.87 mmol) of 7-chloro-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (10) in 20 ml of dimethyl acetamide was added and stirring was continued at room temperature. After the reaction went to completion the solvent was removed under reduced pressure. The residue was dissolved in dichloromethane and washed with water. The organic layer was dried with magnesium sulfate and evaporated. Purification by silica gel chromatography yielded 1.84 g of the title compound. Rt=2.00 min (Method B). Detected mass: 456.1 (M+H+).

Provenance & Evidence