Trifluoroacetic acid → HCID 178456268, compound

Participants

Reaction Steps

Trifluoroacetic acid (TFA, 0.25 mL) was added to a solution of 4-fluoro-N-[2-fluoro-5-(1-trityl-1H-benzotriazol-5-yl)-benzyl]-N-(1-isopropyl-piperidin-4-yl)-benzamide (18 mg, 0.024 mmol) in 1 mL of dichloromethane and the resulting mixture stirred at ambient temperature for 3 h, when an additional 0.5 mL of TFA was added. This was stirred overnight and then the mixture was neutralized by the careful addition of 1M sodium carbonate. The layers were separated, the aqueous phase was extracted with dichloromethane, and the combined organic phases were dried over magnesium sulfate, filtered, and the volatiles were removed in vacuo to leave the crude product. Chromatography (elution with methanol/dichloromethane) provided 6.5 mg of product. LC/MS: Retention time, 2.25 min; (M+H)=490.

Provenance & Evidence