Reacción #10466

Ecuación de reacción

(2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-1,3-thiazol-5-yl)acetic acid

EDCI

triethylamine

morpholine

→

desired product

Rendimiento 10.0%

3-chloro-2-methyl-N-[5-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2yl]benzenesulfonamide

Rendimiento 10.0%

Disolventes

CH2Cl2

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe reaction mixture was then washed with 1 M HCl (2×15 mL)
2. 2
   Otrothe organic layer was collected
3. 3
   SecadoThe organic phase was dried (MgSO4)
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroPurification

Procedimiento

To a solution of (2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-1,3-thiazol-5-yl)acetic acid (Example 3) (0.09 g, 0.25 mmol) in CH2Cl2 (5.0 mL) and DMF (0.5 mL) were added EDCI (0.05 g, 0.27 mmol), DMAP (0.02 g, 0.12 mmol), triethylamine (0.1 mL, 0.75 mmol) and morpholine (0.03 mL, 0.30 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was then washed with 1 M HCl (2×15 mL) and the organic layer was collected. The organic phase was dried (MgSO4) and concentrated under reduced pressure. Purification using preparative HPLC afforded the desired product (0.01 g) in 10% yield.

Fuente