Pyridine → HCID 23093508, compound

Temperature

60 °C

To a mixture of tert-butyl 2-hydroxyethyl(methyl)carbamate (1.30 g) obtained in Reference Example 1 and ethyl acetate (10 mL) were added 4-trifluoromethoxybenzoyl chloride (1.83 g) and pyridine (0.72 mL). The mixture was stirred at 60° C. for 25 hrs. Ethyl acetate (60 mL) was added to the reaction mixture, and the mixture was washed with water (30 mL), a saturated aqueous sodium hydrogen carbonate solution (20 mL) and water (20 mL), and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, a 4N hydrogen chloride—ethyl acetate solution (10 mL) was added to the residue. After stirring at room temperature for 14.5 hrs., the mixture was concentrated under reduced pressure. The residue was washed twice with ethyl acetate (15 mL), and dried under reduced pressure at 60° C. to give the title compound (1.83 g) as a white solid.

1. washthe mixture was washed with water (30 mL)
2. dry with materiala saturated aqueous sodium hydrogen carbonate solution (20 mL) and water (20 mL), and dried over anhydrous magnesium sulfate
3. concentrationAfter concentration under reduced pressure
4. additiona 4N hydrogen chloride—ethyl acetate solution (10 mL) was added to the residue
5. stirringAfter stirring at room temperature for 14.5 hrs
6. concentration, the mixture was concentrated under reduced pressure
7. washThe residue was washed twice with ethyl acetate (15 mL)
8. customdried under reduced pressure at 60° C.

ORD record

ord-e7a4f39858ad4b4d8cda5f03f9b0e9ec

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08980322B2