Ammonium Chloride → HCID 69670888, compound

Participants

Reaction Steps

To a solution of methyl 6-(2-phenyl-5-triisopropylsilanyloxymethylindol-1-ylmethyl)pyridine-2-carboxylate (77.0 mg) in tetrahydrofuran (0.728 mL) was added tetrabutylammonium fluoride (1.0 mol/L tetrahydrofuran solution, 0.190 mL) under cooling with ice. The mixture was stirred under cooling with ice for one hour and then at room temperature for additional 2 hours. A saturated aqueous ammonium chloride solution was added to the reaction mixture and this resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (44.4 mg).

Provenance & Evidence