Tetrabutylammonium Fluoride → HCID 60083626, compound

Participants

Reaction Steps

To 140 mg (0.25 mmol) of 6-chloro-1-{2-[(triisopropylsilanyl)-methoxy]-ethyl}-1H-indole-2-carboxylic acid [(1S,2R)-2-(cyanomethyl-carbamoyl)-cyclohexyl]-amide dissolved in 20 mL THF was added 66 mg (0.25 mmol) of tetrabutylammonium fluoride (1.0 M in THF). The reaction mixture was stirred at room temperature for several hours, concentrated, and purified by column chromatography eluting with 70% ethyl acetate in hexane to provide 50 mg of 6-chloro-1-(2-hydroxy-ethyl)-1H-indole-2-carboxylic acid [(1S,2R)-2-(cyanomethyl-carbamoyl)-cyclohexyl]-amide. HPLC: 98% pure, yield: 50%, MS: 403 (M+H+).

Provenance & Evidence