반응 #427615

반응 방정식

1H-1,2,3-triazole

3,5-dibromopyridine

cesium carbonate

N-methylpyrrolidone

→

3-bromo-5-(2H-1,2,3-triazol-2-yl)pyridine

3-bromo-5-(1H-1,2,3-triazol-1-yl)pyridine

용매

ethyl acetate

water

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   기타The organic layer was collected
3. 3
   세척washed with water
4. 4
   건조with saturated saline, and dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled away under reduced pressure
6. 6
   기타The obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=10:0 to 2:3)

실험 절차

3,5-dibromopyridine (400 mg) and cesium carbonate (550 mg) were added to an N-methylpyrrolidone (4 ml) solution containing 1H-1,2,3-triazole (117 mg), followed by stirring at 100° C. for 21 hours. The reaction mixture was cooled to room temperature, and water and ethyl acetate were added. The organic layer was collected, washed with water and then with saturated saline, and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=10:0 to 2:3), and a white solid of 3-bromo-5-(2H-1,2,3-triazol-2-yl)pyridine (55 mg) and a white solid of 3-bromo-5-(1H-1,2,3-triazol-1-yl)pyridine (48 mg) were thus obtained.

출처