Tetrahydrofuran → (R)-2-Methyl-propane-2-sulfinic acid [(R)-1-(6-bromo-3-fluoro-pyridin-2-yl)-2,2,difluoro-3-hydroxy-1,3-dimethyl-butyl]-amide

Participants

Reaction Steps

To methylmagnesium chloride 3M in THF (38.3 ml, 115 mmol) was added a solution of (R)-3-(6-bromo-3-fluoro-pyridin-2-yl)-2,2-difluoro-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester (5.12 g, 11.5 mmol, example 1e)) in THF (102 ml) at rt. After 2 hr stirring the reaction was quenched with addition of an aqueous ammonium chloride solution. The mixture was diluted with ethyl acetate and washed with water and brine, dried over sodium sulfate, filtered and evaporated. The crude product (4.78 g) was chromatographed over silica gel (cyclohexane/ethyl acetate 6:4) to give the title compound as a colourless solid. 2.97 g (59.9% yield).

Provenance & Evidence