反应 #2320170

反应方程式

sodium carbonate

Phosphorus tribromide

6-methoxy-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carboxylic acid ethyl ester

Water

→

title compound

收率 90.0%

4-Bromo-6-methoxy-[1,5]naphthyridine-3-carboxylic acid ethyl ester

收率 90.0%

溶剂

DMF

反应条件

后处理

1. 1
   温度to maintain approximately room temperature—
2. 2
   温度cooling on a large scale)
3. 3
   workup.STIRRINGstirring
4. 4
   过滤The solid was collected by suction filtration
5. 5
   洗涤washed with water
6. 6
   干燥dried under vacuum over phosphorus pentoxide

实验过程

A suspension of 6-methoxy-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carboxylic acid ethyl ester (74.57 g, 300 mmol) in dry DMF (260 mL) under argon was stirred efficiently* in a water bath (to maintain approximately room temperature—may need slight ice-cooling on a large scale). Phosphorus tribromide (30.0 mL, 316 mmol) was added dropwise over 15 min and stirring was continued for an additional 30 min. Water (1 L) was added, followed by saturated sodium carbonate solution to pH 7. The solid was collected by suction filtration, washed with water and dried under vacuum over phosphorus pentoxide to give the title compound (83.56 g, 90%).

来源