Tetrabutylammonium Fluoride → HCID 20094345, compound

Participants

Reaction Steps

To a solution of 5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]-1-[2-(tert-butyldimethylsiloxy)ethyl]indoline-7-carboxamide (170 mg) in tetrahydrofuran (2 ml) was added a 1M solution of tetrabutylammonium fluoride in tetrahydrofuran (270 μl), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. To the residue was added water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by medium pressure liquid column chromatography on silica gel using ethyl acetate as eluent to give 114 mg of 5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]-1-(2-hydroxyethyl)indoline-7-carboxamide as an oil.

Provenance & Evidence