반응 #820908

반응 방정식

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

수율 80.3%

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

수율 80.3%

용매

water

dimethylformamide

반응 조건

후처리

1. 1
   추출extracted three times with ethyl acetate
2. 2
   세척washed with saturated sodium chloride solution
3. 3
   건조dried (MgSO4)
4. 4
   기타then evaporated
5. 5
   기타The residue was triturated with diethyl ether/n-hexane
6. 6
   여과filtered

실험 절차

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).

출처