반응 #624671

반응 방정식

dimethylformamide

5-bromo-2-chloropyrimidine

4-(trifluoromethyl)-1H-pyrazole

potassium carbonate

→

5-bromo-2-(4-(trifluoromethyl)-1H-pyrazol-1-yl)pyrimidine

수율 99.0%

용매

water

—

heptanes

ethyl acetate

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate three times
2. 2
   건조The combined organic layers were dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   기타to give 12.4 g of crude yellow solid

실험 절차

To a mixture of 5-bromo-2-chloropyrimidine (4.32 g, 21.5 mmol), 4-(trifluoromethyl)-1H-pyrazole (2.92 g, 21.5 mmol), and dried potassium carbonate (8.90 g, 64.4 mmol) was added anhydrous dimethylformamide (31.5 mL). The resulting suspension was heated at 85° C. for 4 h. The reaction was diluted with water and extracted with ethyl acetate three times. The combined organic layers were dried over sodium sulfate, filtered, and concentrated to give 12.4 g of crude yellow solid. The crude material was put through a plug of silica eluting with 15% ethyl acetate in heptanes to give 5-bromo-2-(4-(trifluoromethyl)-1H-pyrazol-1-yl)pyrimidine (6.2 g, 99%) as a solid. 1H NMR (400 MHz, CDCl3) δ 8.87 (s, 1H), 8.83 (s, 2H), 8.02 (s, 1H).

출처