Pyridine → HCID 23093564, 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) were added pyridine (0.97 mL) and 4-dimethylaminopyridine (catalytic amount), and cyclohexanecarbonyl chloride (1.60 mL) was added thereto. After stirring at room temperature for 2 hrs, pyridine (0.65 mL) and cyclohexanecarbonyl chloride (0.58 mL) was further added, and stirred overnight at room temperature. To the reaction solution was added ethyl acetate (50 mL), and washed sequentially with water (50 mL), 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 to the residue was added 4N hydrogen chloride-ethyl acetate solution (10 mL). After stirring at room temperature for 2 hrs, diethyl ether (10 mL) was added thereto, and the depositting solid was collected by filtration. The solid was dried under reduced pressure to give title compound as white solid (1.88 g).

Provenance & Evidence