Methyl iodide → HCID 69036273, compound

Participants

Reaction Conditions

Reaction Steps

The 2-[6-(4-fluoro-benzyloxy)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid ethyl ester (Example 10b, 365 mg, 0.983 mmol) was solved in THF (3.5 ml) and at −78° C. was added potassium bis(trimethylsilyl)amide (7.8 mL, 3.9 mmol), followed 15 min later by methyl iodide (0.368 mL, 5.89 mmol). The reaction mixture was stirred at −78° C. for 5 hours. Ammonium chloride was added and the reaction extracted with dichloromethane. The organic phases were dried over sodium sulfate and evaporated. The crude product was purified by column chromatography (hexane to hexane/ethyl acetate 1:1) to give 288 mg (76%) of the product. MS: m/e=386.2 (M+H+).

Provenance & Evidence