Sodium hydride → HCID 58504162, compound

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Reaction Steps

Sodium hydride (95% dispersion in mineral oil, 0.026 g) was added to a room temperature suspension of the compound prepared in Example 75 (0.07 g) in N,N-dimethylformamide (10 mL). The reaction mixture was stirred at room temperature for one hour and then tert-butyl 4-(bromomethyl)piperidine-1-carboxylate (0.14 g) added to the system. The reaction mixture was heated at 80° C. overnight, then cooled to room temperature, diluted with ethyl acetate and washed sequentially with a saturated aqueous sodium bicarbonate solution, water and brine. The organics were dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=3:7) to obtain the title compound (0.05 g) having the following physical data.

Provenance & Evidence