反应详情

温度

75 °C

To a suspension of 5-azido-1,6-naphthyridine (3.4 g, 19.9 mmol) in MeOH (40 mL) was added hydrochloric acid (30 mL). Stannous chloride dihydrate (22.5 g, 99.5 mmol) was added. The mixture was stirred at 75° C. for 3.5 h. A yellow precipitate was formed. The mixture was filtered to give a yellow solid. The solid was suspended in EtOAc (200 mL). NaOH (saturated aqueous solution) was added to adjust pH to 9. A white precipitate was formed. The mixture was filtered and the filtrate was extracted with EtOAc (200 mL×6). The organic phase was dried over sodium sulfate and concentrated under reduced pressure to give 2.0 g of the crude product as a yellow solid. ESI MS: m/z 146 [M+H]+.

1. customA yellow precipitate was formed
2. filtrationThe mixture was filtered
3. customto give a yellow solid
4. customA white precipitate was formed
5. filtrationThe mixture was filtered
6. extractionthe filtrate was extracted with EtOAc (200 mL×6)
7. dry with materialThe organic phase was dried over sodium sulfate
8. concentrationconcentrated under reduced pressure