반응 #170720

반응 방정식

3-(2,5-dimethylpyrrol-1-yl)-1H-pyrazole

8-quinolinol

cesium carbonate

1-fluoro-2-iodobenzene

→

titled compound

3-(2,5-Dimethylpyrrol-1-yl)-1-(2-fluorophenyl)-1H-pyrazole

용매

N-methylpyrrolidone

toluene

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   온도This reaction mixture was cooled to room temperature
3. 3
   여과the mixture was filtered through Celite
4. 4
   세척The filtrate was sequentially washed with a 2N aqueous solution of sodium hydroxide, water
5. 5
   건조a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 10/1)

실험 절차

To a solution of 3-(2,5-dimethylpyrrol-1-yl)-1H-pyrazole (1.00 g) prepared according to the same procedures as Preparation 4 in N-methylpyrrolidone (10 ml) were sequentially added 1-fluoro-2-iodobenzene (1.08 ml), copper (I) oxide (89 mg), 8-quinolinol (180 mg) and cesium carbonate (4.04 g) at room temperature, and the mixture was stirred at 110° C. for 3 hours. This reaction mixture was cooled to room temperature, and then toluene was added thereto, and the mixture was filtered through Celite. The filtrate was sequentially washed with a 2N aqueous solution of sodium hydroxide, water and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 10/1) to give the titled compound (1.19 g).

출처