tert-Butyldimethylsilyl chloride → 3[4-(t-Butyl-dimethyl-silyloxy)phenyl]2-[(pyridine-3-carbonyl)amino]propionic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(4-hydroxy phenyl)2-[(pyridine-3-carbonyl)amino]propionic acid methyl ester (0.53 g, 1.76 mmol) in DMF (1 mL) was added N,N′-Di isopropyl ethyl amine (0.47 mL, 2.00 mmol) then reaction mixture cooled to (0° C.), t-butyl-dimethyl-silylchloride (0.26 g, 1.76 mmol), was added to reaction mass at (0° C.). The mixture was allowed to stir at room temperature (25° C.) over 5 h. The reaction mixture was quenched with ice, diluted with ethyl acetate (100 mL)), washed with water (3×50 mL) and dried over sodium sulphate. The solvent was evaporated under reduced pressure to obtain product as pale brown liquid (0.6 g, 82%).

Provenance & Evidence