Pyridine → 2,2,2-Trichloroethyl (3-tert-butyl-1-methyl-1H-pyrazol-5-yl)carbamate

Temperatur

0 °C

To an ice-cooled solution of 5-tert-butyl-2-methyl-2H-pyrazol-3-ylamine (0.50 g, 3.26 mmol) and pyridine (0.27 mL, 3.29 mmol) in THF (THF, 10 mL) is added 2,2,2-trichloroethyl chloroformate (0.44 mL, 3.29 mmol). The reaction mixture is stirred at 0° C. for 30 min and then warmed to room temperature for 2 hours. Then the reaction mixture is distributed between ethyl acetate (100 mL) and water (100 mL). The aqueous phase is extracted with ethyl acetate (50 mL). The combined organic phases are washed with saturated NaCl (2×50 mL) and dried over anhydrous magnesium sulfate. After removal of solvent, the residue is purified on a silica gel chromatography by washing with ethyl acetate to provide a white solid (0.83 g, 78%, ES+(m/z) 329.9 [M+H]).

1. temperaturewarmed to room temperature for 2 hours
2. extractionThe aqueous phase is extracted with ethyl acetate (50 mL)
3. washThe combined organic phases are washed with saturated NaCl (2×50 mL)
4. dry with materialdried over anhydrous magnesium sulfate
5. customAfter removal of solvent
6. customthe residue is purified on a silica gel chromatography
7. washby washing with ethyl acetate
8. customto provide a white solid (0.83 g, 78%, ES+(m/z) 329.9 [M+H])

ORD-Eintrag

ord-8ad732784b564b859fc67bd23cbc8055

Quelldatensatz

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07767674B2