Pyridine → HCID 23093508, compound

Temperature

60 °C

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

1. washwashed sequentially with water (30 mL), saturated aqueous solution of sodium bicarbonate (20 mL) and water (20 mL)
2. dry with materialby drying 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 14.5 hrs
6. concentrationthe solution was concentrated under reduced pressure
7. washThe residue was washed twice with ethyl acetate (15 mL)
8. customdried at 60° C. under reduced pressure

ORD record

ord-158fd8b210ca487597cde370d444ea66

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08449911B2