Pyridine → HCID 23093457, compound

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 3,4-difluorobenzoyl chloride (1.77 g) and pyridine (0.97 mL). After stirring at room temperature for 3 days, ethyl acetate (80 mL) was added to the reaction solution, and washed sequentially with water (20 mL), saturated aqueous solution of sodium bicarbonate (20 mL) and water (20 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 4 hrs, the solution was concentrated under reduced pressure. The residue was washed with ethyl acetate (15 mL), and dried at 60° C. under reduced pressure to give title compound as white solid (2.05 g).

1. washwashed sequentially with water (20 mL), saturated aqueous solution of sodium bicarbonate (20 mL) and water (20 mL)
2. dry with materialdried over anhydrous magnesium sulfate
3. concentrationThe solution was concentrated under reduced pressure
4. additionto the residue was added 4N hydrogen chloride-ethyl acetate solution (10 mL)
5. stirringAfter stirring at room temperature for 4 hrs
6. concentrationthe solution was concentrated under reduced pressure
7. washThe residue was washed with ethyl acetate (15 mL)
8. customdried at 60° C. under reduced pressure

ORD record

ord-ce402ec74f254174ad02ae0db916b42f

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08449911B2