Reaktion #10466

Reaktionsgleichung

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

EDCI

triethylamine

morpholine

→

desired product

Ausbeute 10.0%

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

Ausbeute 10.0%

Lösungsmittel

CH2Cl2

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe reaction mixture was then washed with 1 M HCl (2×15 mL)
2. 2
   Sonstigethe organic layer was collected
3. 3
   TrocknenThe organic phase was dried (MgSO4)
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigePurification

Vorschrift

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.

Quelle