Furfural → HCID 59625650, compound

Participants

Reaction Steps

2-Furaldehyde (0.20 g) and tert-butyl 3-[{[2-amino-4-(trifluoromethyl)phenyl]carbonyl}(2-methylpropyl)amino]piperidine-1-carboxylate (0.33 g) were dissolved in acetic acid (5.0 ml), sodium triacetoxyborohydride (0.31 g) was added and the mixture was stirred at room temperature overnight. The reaction mixture was basified with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (0:10→10:0) was concentrated under reduced pressure. The residue was dissolved in trifluoroacetic acid (2 ml), and the mixture was stirred for 30 min. The reaction mixture was concentrated and purified by HPLC to give the object compound (12.2 mg).

Provenance & Evidence