Reacción #820908

Ecuación de reacción

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

Rendimiento 80.3%

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

Rendimiento 80.3%

Disolventes

water

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted three times with ethyl acetate
2. 2
   Lavadowashed with saturated sodium chloride solution
3. 3
   Secadodried (MgSO4)
4. 4
   Otrothen evaporated
5. 5
   OtroThe residue was triturated with diethyl ether/n-hexane
6. 6
   Filtraciónfiltered

Procedimiento

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).

Fuente