反应详情

8-Bromo-[1,6]naphthyridine-2-carboxylic acid (1) is stirred in DMF (20 mL) and furfurylamine (1 equiv.) is added. The reaction mixture is cooled to 0° C. (ice bath) and diethylcyanophosphonate (1 equiv.) is added followed immediately by triethylamine (2 equiv.). The reaction mixture is removed from the ice bath and stirred at room temperature for 26 hrs. The mixture is diluted with water (50 mL) and extracted with methylene chloride (3×50 mL). The combined organic layers are dried over sodium sulfate, filtered, and concentrated in vacuo to afford a tan solid, which is purified via silica gel chromatography (1:1; hexanes:EtOAc to 1:3.) LC/MS (M+H) 332.1.

1. additionis added
2. customThe reaction mixture is removed from the ice bath
3. additionThe mixture is diluted with water (50 mL)
4. extractionextracted with methylene chloride (3×50 mL)
5. dry with materialThe combined organic layers are dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customto afford a tan solid, which
9. customis purified via silica gel chromatography (1:1; hexanes:EtOAc to 1:3.) LC/MS (M+H) 332.1