Pyridine → HCID 23103054, compound

Participants

Reaction Steps

To a mixture of tert-butyl 2-hydroxyethyl(methyl)carbamate (3.50 g) obtained in Reference Synthetic Example 1 and ethyl acetate (20 mL) were added isopropyl chlorocarbonate (1.23 g) and pyridine (1.94 mL) under ice-cooling. After stirring for 3.5 hrs under ice-cooling, isopropyl chlorocarbonate (1.23 g) was further added, and stirred at room temperature for 2.5 hrs. To the reaction solution was added ethyl acetate (120 mL), and washed with water (50 mL), and saturated saline (50 mL), followed by drying over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and to the residue was added 4N hydrogen chloride-ethyl acetate solution (10 mL). After stirring at room temperature for 2 hrs, the depositting solid was collected by filtration. The solid was washed with ethyl acetate (15 mL), and dried at 60° C. under reduced pressure to give title compound as white solid (1.38 g).

Provenance & Evidence