Reaktion #820908

Reaktionsgleichung

4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid

1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide

1-hydroxybenzotriazole

N-ethylmorpholine

thiomorpholine 1,1-dioxide hydrochloride

→

title compound

Ausbeute 80.3%

4-Chloro-7-[(1,1-dioxido-4-thiomorpholinyl)carbonyl]-1-methyl-1H-pyrrolo[3,2-c]pyridine

Ausbeute 80.3%

Lösungsmittel

water

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted three times with ethyl acetate
2. 2
   Waschenwashed with saturated sodium chloride solution
3. 3
   Trocknendried (MgSO4)
4. 4
   Sonstigethen evaporated
5. 5
   SonstigeThe residue was triturated with diethyl ether/n-hexane
6. 6
   Filtrationfiltered

Vorschrift

To a solution of 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid (726 mg) in dimethylformamide (12 ml) was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide (0.73 g), 1-hydroxybenzotriazole (0.52 g), N-ethylmorpholine (0.48 ml) and thiomorpholine 1,1-dioxide hydrochloride (0.66 g). The solution was stirred at room temperature overnight. The reaction was diluted with water and extracted three times with ethyl acetate. The ethyl acetate layers were combined, washed with saturated sodium chloride solution and dried (MgSO4) then evaporated. The residue was triturated with diethyl ether/n-hexane and filtered to afford the title compound as an off-white solid (0.907 g).

Quelle