Pyridine → HCID 23093561, 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 (10 mL) were added methoxyacetyl chloride (1.20 g) and pyridine (0.97 mL). After stirring at room temperature for 3 hrs, to the reaction solution was added ethyl acetate (70 mL), and washed sequentially with water (20 mL), saturated aqueous solution of sodium bicarbonate (20 mL) and water (20 mL), followed by drying over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate (5 mL), and added 4N hydrogen chloride-ethyl acetate solution (10 mL). After stirring at room temperature for 1 hr, the solution was concentrated under reduced pressure. To the residue was added water (60 mL) and diethyl ether (30 mL), and stirred, then, the aqueous layer was separated. The aqueous layer was made basic with sodium bicarbonate, and extracted twice with ethyl acetate (40 mL). The ethyl acetate layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give title compound as colorless oil (1.00 g).

Provenance & Evidence