Triethylsilane → HCID 57855975, compound

Participants

Reaction Steps

A solution of 6-Nitro-5-trifluoromethanesulfonyloxy-2-trifluoromethyl-quinoline-7-carboxylic acid methyl ester (12.0 g, 24.094 mmol, step d, example H-18) is dissolved in dimethylformamide (50 ml) under argon and then treated with palladium(II)acetate (0.16 g, 0.723 mmol) and 1,1′bis(diphenylphosphino)ferrocene (0.4 g, 0.723 mmol). To this mixture at room temperature is added triethyl silane (7.0 g, 7.234 mmol) and the reaction then stirred overnight at room temperature. The reaction mixture is diluted with ethyl acetate and washed with brine. The ethyl acetate phase is dried over sodium sulphate, filtered and concentrated in vacuo. Purification of the residue by flash column chromatography (hexane:ethyl acetate, 6:1 as eluent) gives the title compound (4.5 g, 62%) as white crystals.

Provenance & Evidence