反应详情

A 250 mL THF suspension of 4-methoxy-6-(4-methoxybenzyl)-5-oxo-5,6,7,8-tetrahydro-2,6-naphthyridine-1-carboxylic acid (11.0 g), 8.0 g EDC, 5.7 g HOAT, and 11.2 mL TEA was stirred at room temperature for 20 minutes, followed by addition of 45 mL of a 2M THF solution of dimethylamine and then stirring for 1.5 hours. The reaction was quenched with 200 mL of 1N aq HCl and stirred vigorously for 30 minutes. After concentrating in vacuo until an oil formed on the water layer, 200 mL chloroform was added. The water layer was washed again with chloroform then the combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to pure product by HPLC/MS and NMR.

1. stirringstirring for 1.5 hours
2. customThe reaction was quenched with 200 mL of 1N aq HCl
3. stirringstirred vigorously for 30 minutes
4. concentrationAfter concentrating in vacuo until an oil
5. customformed on the water layer, 200 mL chloroform
6. additionwas added
7. washThe water layer was washed again with chloroform
8. washthe combined organic layers were washed with brine
9. dry with materialdried over sodium sulfate
10. filtrationfiltered
11. concentrationconcentrated in vacuo to pure product by HPLC/MS and NMR