Pyridine → HCID 23103054, compound

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).

1. temperaturecooling
2. temperaturecooling
3. stirringstirred at room temperature for 2.5 hrs
4. washwashed with water (50 mL), and saturated saline (50 mL)
5. dry with materialby drying over anhydrous magnesium sulfate
6. concentrationThe solution was concentrated under reduced pressure
7. additionto the residue was added 4N hydrogen chloride-ethyl acetate solution (10 mL)
8. stirringAfter stirring at room temperature for 2 hrs
9. filtrationthe depositting solid was collected by filtration
10. washThe solid was washed with ethyl acetate (15 mL)
11. customdried at 60° C. under reduced pressure

ORD record

ord-6df2416ca51f4c248fab5cffaf3b5254

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08449911B2