반응 #792167

반응 방정식

potassium carbonate

2,3-dichloropyridine

3-bromopyrazole

product

3-Bromopyrazole

→

pink solid

2-(3-Bromo-1H-pyrazol-1-yl)-3-chloropyridine

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   기타A precipitate formed
3. 3
   여과filtered
4. 4
   세척washed with water (2×100 mL)
5. 5
   여과The solid filter cake
6. 6
   세척washed sequentially with water, 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution, and brine
7. 7
   건조The organic extracts were then dried over magnesium sulfate
8. 8
   농축concentrated

실험 절차

To a mixture of 2,3-dichloropyridine (27.4 g, 185 mmol) and 3-bromopyrazole (i.e. the product of Step B) (25.4 g, 176 mmol) in dry N,N-dimethylformamide (88 mL) was added potassium carbonate (48.6 g, 352 mmol), and the reaction mixture was heated to 125° C. for 18 hours. The reaction mixture was cooled to room temperature and poured into ice water (800 mL). A precipitate formed. The precipitated solids were stirred for 1.5 hrs, filtered and washed with water (2×100 mL). The solid filter cake was taken up in methylene chloride and washed sequentially with water, 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution, and brine. The organic extracts were then dried over magnesium sulfate and concentrated to afford 39.9 g of a pink solid. The crude solid was suspended in hexane and stirred vigorously for 1 hr. The solids were filtered, washed with hexane and dried to afford the title product as an off-white powder (30.4 g) determined to be >94% pure by NMR. This material was used without further purification in Step D.

출처