Reacción #2018987

Ecuación de reacción

tert-Butyl 3-(3,5-dichlorophenyl)-3-fluoro-pyrrolidin-1-carboxylate

trifluoroacetic acid

→

3-(3,5-DICHLOROPHENYL)-3-FLUOROPYRROLIDINE

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroPreparation
2. 2
   Otroaccording to Preparation 2
3. 3
   OtroPurification
4. 4
   Lavadoon a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1)
5. 5
   Otrorecrystallized from ethanol/diethyl ether

Procedimiento

Preparation according to Preparation 2: tert-Butyl 3-(3,5-dichlorophenyl)-3-fluoro-pyrrolidin-1-carboxylate (0.45 g, 1.34 mmol), dichloromethane (2 mL), trifluoroacetic acid (2 mL). Stirred for 4 h at ambient temperature. Purification on a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1) followed by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 20:80 to 60:40) and flash chromatography on silica gel (ethyl acetate/methanol, 1:0 to 1:1). Yield: 0.15 g. The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 201-202° C.; MS m/z (relative intensity, 70 eV) 235 (M+, 64), 233 (M+, bp), 213 (28), 133 (49), 120 (32).

Fuente