Reaktion #10467

Reaktionsgleichung

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

EDCI

triethylamine

diisopropylamine

→

desired product

Ausbeute 9.3%

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

Ausbeute 9.3%

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 diisopropylamine (0.04 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 preperative HPLC afforded the desired product (0.01 g) in 9% yield.

Quelle