Pyridine → HCID 23103056, compound

Participants

Reaction Steps

To a mixture of tert-butyl 2-hydroxyethyl(methyl)carbamate (1.75 g) obtained in Reference Synthetic Example 1 and ethyl acetate (20 mL) was added pyridine (1.62 mL), and a solution of 2-methoxyethyl chlorocarbonate (2.77 mL) in ethyl acetate (5 mL) was slowly added dropwise, followed by stirring at room temperature overnight. The reaction solution was concentrated under reduced pressure, and extracted with ethyl acetate (50 mL). The extract was washed with 5% aqueous solution of citric acid (50 mL), and saturated saline (50 mL), and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was dissolved in diethyl ether (2 mL), and added 4N hydrogen chloride-ethyl acetate solution (5 mL). After stirring at room temperature for 30 minutes, diethyl ether (10 mL) was added, and stirred overnight. The depositting solid was collected by filtration, and dried under reduced pressure to give title compound as white solid (1.56 g).

Provenance & Evidence