Butanal → HCID 15523811, compound

Participants

Reaction Steps

To a solution of (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-N,N-diethylisobutyramide in dry chloroform at 0° C. is added magnesium sulfate followed by butyraldehyde and the mixture stirred at low temperature. After 30 minutes, a solution of sodium borohydride in methanol is added and the reaction allowed to proceed at 0° C. After completion, the reaction is quenched by the addition of saturated sodium bicarbonate and the mixture extracted with ethyl acetate. The organic portion is washed with saturated aqueous sodium bicarbonate and then dried over sodium sulfate. Purification of the concentrate by flash chromatography on silica gel gives the title compound.

Provenance & Evidence