Reacción #61716

Ecuación de reacción

(3S)-3-amino-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]pyrrolidin-2-one

Intermediate 40

(3S)-3-amino-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]pyrrolidin-2-one

5-chloro-1-benzofuran-2-sulfonyl chloride

Intermediate 51

5-chloro-1-benzofuran-2-sulfonyl chloride

ammonium chloride

→

title compound

Rendimiento 55.1%

5-Chloro-N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}-1-benzofuran-2-sulfonamide

Rendimiento 55.1%

Disolventes

acetonitrile

acetonitrile

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe mixture was concentrated under reduced pressure
2. 2
   Otrothe residue partitioned between chloroform and hydrochloric acid (2M)
3. 3
   LavadoThe organic layer was washed with saturated sodium bicarbonate and brine
4. 4
   OtroThe organic layer was isolated
5. 5
   Secadodried (over magnesium sulphate)
6. 6
   Concentraciónconcentrated under reduced pressure

Procedimiento

To a solution of (3S)-3-amino-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]pyrrolidin-2-one [Intermediate 40] (0.077 g) in anhydrous acetonitrile (2 ml) were added 5-chloro-1-benzofuran-2-sulfonyl chloride [Intermediate 51] (0.043 g) in acetonitrile (2 ml) and pyridine (0.057 ml), and the mixture was stirred at room temperature for 72 h. Saturated ammonium chloride solution (2 ml) was added and the resultant mixture stirred at room temperature for 20 min. The mixture was concentrated under reduced pressure and the residue partitioned between chloroform and hydrochloric acid (2M). The organic layer was washed with saturated sodium bicarbonate and brine. The organic layer was isolated, dried (over magnesium sulphate) and concentrated under reduced pressure to give the title compound (0.043 g) as a white solid.

Fuente