Reacción #7397

Ecuación de reacción

(2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoic acid

3-methylpiperidine

→

title compound

Rendimiento 27.3%

6-Chloro-N-{(3S)-1-[(1S)-1-methyl-2-(3-methylpiperidin-1-yl)-2-oxoethyl]-2-oxopyrrolidin-3-yl}naphthalene-2-sulfonamide

Rendimiento 27.3%

Disolventes

N,N-diisopropylethylamine

DCM

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe filtrate collected
2. 2
   Lavadothe resin washed with DCM
3. 3
   ConcentraciónThe combined DCM solutions were concentrated under reduced pressure
4. 4
   Otrothe residue purified by mass

Procedimiento

To polymer N-cyclohexylcarbodiimide-N′-propyloxymethyl polystyrene (0.038 g) in an Alltech™ tube was added a solution of (2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoic acid (0.007 g) in DCM (0.9 ml) followed by 3-methylpiperidine (0.0025 g) in DMF (0.1 ml) and N,N-diisopropylethylamine (0.006 ml). The mixture was shaken at room temperature for 4 days. The tube was drained, the filtrate collected and the resin washed with DCM. The combined DCM solutions were concentrated under reduced pressure and the residue purified by mass directed preparative h.p.l.c. to give the title compound (0.0023 g) as a white solid.

Fuente