Reaktion #57199

Reaktionsgleichung

4-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-5-fluoro-1H-pyrrolo[2,3-b]pyridine

tin(0)

hydrochloric acid

→

title compound

4-[1-ethyl-4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-3-yl]aniline

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to room temperature
2. 2
   Filtrationfiltered through a pad of celite
3. 3
   workup.ADDITIONThe filtrate was diluted with ethyl acetate (10 mL)
4. 4
   Waschenwashed with 1N sodium hydroxide (5 mL)
5. 5
   ExtraktionThe aqueous layer was extracted with ethyl acetate (3×10 mL)
6. 6
   Trocknenthe combined extracts were dried over sodium sulfate
7. 7
   Filtrationfiltered through a pad of celite
8. 8
   Einengenconcentrated under reduced pressure

Vorschrift

To a suspension of 4-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-5-fluoro-1H-pyrrolo[2,3-b]pyridine (0.655 mmol) in ethanol (3.5 mL) was added tin(0) powder (3.28 mmol) and 6N aqueous hydrochloric acid (3.5 mL) and the mixture was heated to 70° C. for 1 h. The reaction mixture was allowed to cool to room temperature, filtered through a pad of celite. The filtrate was diluted with ethyl acetate (10 mL) and washed with 1N sodium hydroxide (5 mL). The aqueous layer was extracted with ethyl acetate (3×10 mL) and the combined extracts were dried over sodium sulfate, filtered through a pad of celite and concentrated under reduced pressure to give the title compound as a yellow solid which was used without further purification. ESMS [M+H]+: 322

Quelle