Ethyl orthoformate → tert-butyl 2-(5-fluoro-6-(1H-tetrazol-1-yl)pyridin-3-yl)acetate

Participants

Reaction Steps

To tert-butyl 2-(6-amino-5-fluoropyridin-3-yl)acetate (120 mg, 0.53 mmol) in EtOAc (2.6 mL) was added trimethylsilyl trifluoroacetate (156 μL, 0.90 mmol), triethyl orthoformate (156 μl, 0.94 mmol), and azidotrimethylsilane (112 μL, 0.85 mmol). The reaction mixture was stirred at rt overnight. The reaction mixture was concentrated to give the crude product, which was purified by column chromatography to give title compound: LC/MS: [(M+1-56-28)]+=196.4;

Provenance & Evidence