Acetonitrile → 5-(1-benzyl-1H-1,2,3-triazol-4-yl)-3-hydroxy-1-methylpyridin-2(1H)-one

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Reaction Steps

To a solution of containing 5-(1-benzyl-1H-1,2,3-triazol-4-yl)-1-methyl-3-{[2-(trimethylsilyl)ethoxy]methoxy}pyridin-2(1H)-one (148 mg, 0.359 mmol) in 1 mL THE was added 1.1 mL of a 1 M solution of lithium tetrafluoroborate in acetonitrile (1.1 mmol). This mixture was microwaved in a sealed vial at 100° C. for 10 minutes. After cooling, the mixture was evaporated under reduced pressure and purified by reversed-phase HPLC to afford 5-(1-benzyl-1H-1,2,3-triazol-4-yl)-3-hydroxy-1-methylpyridin-2(1H)-one (43.5 mg, 0.154 mmol, 43% yield). 1H NMR δ (ppm) (DMSO-d6): 9.28 (1 H, s), 8.38 (1 H, s), 7.75 (1 H, d, J=2.20 Hz), 7.42-7.31 (5 H, m), 5.61 (2 H, s), 3.53 (3 H, s). High resolution mass spec (ESI) calc (M+H)+=283.1190 found 283.1188.

Provenance & Evidence