Reacción #86980

Ecuación de reacción

2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride

PyBOP

N,N-diisopropylethylamine

1-(2-fluorophenyl)-2-oxopyrrolidine-3-carboxylic acid

→

title compound

Rendimiento 44.0%

N-(2-(5-chloro-1H-indol-3-yl)ethyl)-1-(2-fluorophenyl)-2-oxopyrrolidine-3-carboxamide

Rendimiento 44.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was partitioned between ethyl acetate and sodium hydrogen sulfate
2. 2
   Lavadothe organic layer was washed with sodium carbonate, brine
3. 3
   Otrodried
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe crude mixture was purified flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane)

Procedimiento

A mixture of 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.104 g; 0.448 mmol), PyBOP (0.349 g; 0.672 mmol), N,N-diisopropylethylamine (0.232 mL; 1.34 mmol) and 1-(2-fluorophenyl)-2-oxopyrrolidine-3-carboxylic acid (0.100 g; 0.448 mmol) was stirred in DMF (3 mL) overnight. The reaction mixture was partitioned between ethyl acetate and sodium hydrogen sulfate, the organic layer was washed with sodium carbonate, brine, dried and concentrated under reduced pressure. The crude mixture was purified flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.078 g (44%) of the title compound as a white solid.

Fuente