Sodium hydride → 7-(4-Chlorophenyl)-6-isopropyl-2,3-dihydro-1H-1-aza-4,5-dioxa-phenanthren-8-one

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Reaction Steps

To a solution of 3-(4-chlorophenyl)-8-fluoro-7-(2-hydroxyethylamino)-2-isopropyl-chromen-4-one (0.195 g, 0.52 mmol) in dimethylformamide (5 ml) is added sodium hydride (0.053 g, 1.32 mmol, 60% dispersion in mineral oil, 2.55 eq.). The mixture is irradiated in a microwave instrument at 150° C. for 70 min. The solvent is removed by evaporation in vacuo to afford a brown oil. This is dissolved in hot ethyl acetate and allowed to cool to room temperature, whereupon a brown solid precipitates. More product can be recovered from the mother liquor by flash chromatography (cyclohexane/ethyl acetate=9:1). The solid products are combined and dried at 60° C. overnight under high vacuum to afford the title compound.

Provenance & Evidence