Water → HCID 86678197, compound

Participants

Reaction Steps

In tert-butanol (10 mL) was dissolved 5-(diethoxymethyl)-2-ethynylpyridine (1.41 g, 6.87 mmol) obtained in Step 2. To the solution were added azidomethyl pivalate (1.08 g, 6.87 mmol), water (10 mL), copper (II) sulfate pentahydrate (86.0 mg, 0.343 mmol) and sodium ascorbate (408 mg, 0.343 mmol), and the mixture was stirred at room temperature for 3 hours. Water was added to the reaction mixture. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to give (4-(5-(diethoxymethyl)pyridin-2-yl)-1H-1,2,3-triazol-1-yl)methyl pivalate (2.27 g, 91% yield).

Provenance & Evidence