Trifluoroacetic acid → HCID 178516233, compound

Participants

Reaction Steps

5-(1H-1,2,3-triazol-1-yl)-2-(4′-methoxybenzyloxy)pyridine from step 3 of this example (890 mg, 3.15 mmol) was dissolved in dichloromethane (11 ml). Trifluoroacetic acid (3.64 ml, 47.3 mmol) was added and the mixture stirred at RT. Within 10 minutes the reaction had turned light purple. The reaction mixture was evaporated 40 minutes after TFA addition, then reconstituted in CH2Cl2/heptane and evaporated again. The residue was purified by column chromatography on a Biotage 40 g SiO2 column, eluting with 0-15% methanol in CH2Cl2 to give a white solid. The white solid was suspended in acetone and filtered over celite to remove silica from the crude. The filtrate was then evaporated and pumped on high vacuum overnight to give the title compound as a complex with acetone.

Provenance & Evidence