Sodium hydride → 2-{4-[4-(4-[1,2,3]Triazol-1-yl-butyl)-phenoxymethyl]-oxazol-2-yl}-5-trifluoromethoxy-1H-indole

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Reaction Steps

Sodium hydride (7 mg, 0.28 mmol) was given at 0° C. to a solution of 4-(4-[1,2,3]triazol-1-yl-butyl)-phenol (55 mg, 0.25 mmol) in 2.0 ml N,N-dimethyl formamide and stirred for 30 min. 2-(4-Chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole (80 mg, 0.25 mmol) dissolved in 1.0 ml N,N-dimethyl formamide was added at 0° C. and stirring continued at 0° C. for 1 h and 12 h at room temperature thereafter. The mixture was quenched with water (10 ml) and extracted with ethyl acetate (3×10 ml). The combined organic extracts were washed with brine (10 ml), dried over sodium sulfate and concentrated in vacuo. Chromatography on silica gel (ethyl acetate) yielded 2-{4-[4-(4-[1,2,3]Triazol-1-yl-butyl)-phenoxymethyl]-oxazol-2-yl}-5-trifluoromethoxy-1H-indole as off white solid. Yield 50 mg (40%)

Provenance & Evidence