반응 #44696

반응 방정식

4-amino-2,6-difluorophenol hydrochloride

6-chloro-4-nitro-1H-pyrrolo[2,3-b]pyridine

6-Chloro-4-nitro-1H-pyrrolo[2,3-b]pyridine

potassium carbonate

sodium dithionite

→

{4-[(6-Chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3,5-difluorophenyl}amine

용매

ethyl acetate

DMSO

반응 조건

후처리

1. 1
   기타The mixture is degassed
2. 2
   여과the mixture is filtered off with suction through CELITE (diatomaceous earth)
3. 3
   세척the filtercake is washed with ethyl acetate
4. 4
   추출The filtrate is extracted three times with sat. sodium bicarbonate solution
5. 5
   건조The filtrate is dried over sodium sulfate
6. 6
   기타the solvent is removed under reduced pressure
7. 7
   기타The residue is purified by column chromatography (silical gel 60, mobile phase: DCM:methanol=50:1)

실험 절차

664 mg (3.36 mmol) of 6-chloro-4-nitro-1H-pyrrolo[2,3-b]pyridine (from example XXX), 1.39 g (10.1 mmol) of powdered potassium carbonate and 877 mg (5.04 mmol) of sodium dithionite are suspended in 10 ml of DMSO. The mixture is degassed, and 915 mg (5.04 mmol) of 4-amino-2,6-difluorophenol hydrochloride (from example XXXII) are added. The mixture is heated at 120° C. for 4 hours. After addition of ethyl acetate, the mixture is filtered off with suction through CELITE (diatomaceous earth) and the filtercake is washed with ethyl acetate. The filtrate is extracted three times with sat. sodium bicarbonate solution and with sat. sodium chloride solution. The filtrate is dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is purified by column chromatography (silical gel 60, mobile phase: DCM:methanol=50:1).

출처