反応 #714864

反応方程式

5-fluoro-6-methoxy-8-oxo-5,6,7,8-tetrahydro-1,7-naphthyridine-3-carbonitrile

POCl3

→

8-chloro-5-fluoro-1,7-naphthyridine-3-carbonitrile

収率 56.3%

溶媒

acetonitrile

反応条件

後処理

1. 1
   その他The bottle was sealed
2. 2
   温度Upon cooling to RT the mixture
3. 3
   濃縮was concentrated
4. 4
   その他the crude material was purified by silica gel chromatography

実験手順

A pressure bottle was charged with 5-fluoro-6-methoxy-8-oxo-5,6,7,8-tetrahydro-1,7-naphthyridine-3-carbonitrile (2.27 g, 10.26 mmol), acetonitrile (41.1 ml) and POCl3 (3.35 ml, 35.9 mmol). The bottle was sealed and the reaction was heated at 75° C. for 17 h. Upon cooling to RT the mixture was concentrated and the crude material was purified by silica gel chromatography, using a gradient of 0-20% 90/10 DCM/MeOH in DCM. 8-chloro-5-fluoro-1,7-naphthyridine-3-carbonitrile (1.2 g, 5.78 mmol, 56.3% yield) was isolated as a white solid. LC/MS (ESI+) m/z=208.0 (M+H).

出典