Methyl iodide → HCID 68818472, compound

Participants

Reaction Conditions

Reaction Steps

To a slurry of 0.3 g (0.658 mmol) of 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-furan-3-carboxylic acid methyl ester (Example 26, Step 1) and potassium carbonate (0.182 g, 1.32 mmol) in DMF (10 mL) was added iodomethane (0.103 g, 0.723 mmol). The reaction was stirred at 25° C. for 19 h. The DMF was removed in vacuo and the resulting oil was diluted with ethyl acetate (100 mL). The organics were washed with water (2×30 mL) and saturated aqueous sodium chloride (30 mL). The organic layer was dried over MgSO4, filtered and concentrated to provide a crude oil (0.42 g) that was purified by Biotage Flash 40S chromatography, eluting with 2:1 ethyl acetate:hexanes, to afford 4-{methyl-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonyl]-amino}-tetrahydro-furan-3-carboxylic acid methyl ester as an amorphous white solid (0.270 g, 87%). MS: 471 (M+H)+.

Provenance & Evidence