반응 #43578

반응 방정식

3-chloro-6-(methyloxy)-1,5-naphthyridin-4(1H)-one

water

phosphorous tribromide

water

potassium carbonate

3-chloro-6-(methyloxy)-1,5-naphthyridin-4-ol

→

desired compound

수율 88.0%

8-bromo-7-chloro-2-(methyloxy)-1,5-naphthyridine

수율 88.0%

용매

DMF

반응 조건

후처리

1. 1
   기타at 0° C.
2. 2
   기타the internal temperature below 20° C
3. 3
   workup.WAITat 25° C. for 1 h
4. 4
   기타The solid formed
5. 5
   여과was filtered off
6. 6
   세척washed with water
7. 7
   기타dried in the oven

실험 절차

To a solution of 3-chloro-6-(methyloxy)-1,5-naphthyridin-4(1H)-one (3-chloro-6-(methyloxy)-1,5-naphthyridin-4-ol, for a synthesis see WO2004058144, Example 1(a) (5.1 g, 24.28 mmol) in DMF (50 ml) at 0° C. was added phosphorous tribromide dropwise (2.77 ml, 29.1 mmol) keeping the internal temperature below 20° C. The reaction mixture was then stirred at 10° C. for 0.5 h and then at 25° C. for 1 h. The mixture was then poured on 200 ml of water and the water basified to neutral pH with potassium carbonate. The solid formed was filtered off, washed with water and dried in the oven and then in the desiccator to afford the desired compound (5.8 g, 88%).

출처