Sodium hydride → HCID 86761178, compound

Participants

Reaction Steps

95 mg of sodium hydride dispersion (60%) are added to a solution of 145 mg of 5-[4-(3-methoxypropyl)3,4 -dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-4-[4-(4-methyl-3,4-dihydro-2 H-benzo[1,4]oxazin-7-yloxy)phenyl]-1-(toluene-4-sulphonyl)piperidin-3-ol and 740 mg of 2-[methyl(toluene-4 -sulphonyl)amino]ethyl toluene-4-sulphonate in 5 ml of tetrahydrofuran while stirring at room temperature. The reaction mixture is stirred at 45° C. for 72 hours. The mixture is poured into 1M aqueous sodium bicarbonate solution (5 ml) and extracted with tert-butyl methyl ether (2×50 ml). The organic phases are washed successively with water (2×10 ml) and brine (1×10 ml), dried with sodium sulphate and evaporated. The title compound is obtained from the residue by flash chromatography (SiO2 60F). Rf=0.08 (EtOAc/heptane 1:1); Rt=5.83.

Provenance & Evidence