反应详情

To 2-amino-5-pyridine carboxylic acid (10.1 g, 73.0 mmol) in DMF (100 ml) at room temperature under argon was added potassium carbonate (10.1 g, 73.0 mmol) followed by ethyl iodide (8.8 ml, 110.0 mmol) 15 minutes later. The reaction mixture was heated on a steam bath for 2 hours, then additional potassium carbonate (2.0 g) and ethyl iodide (4.4 ml) were added. The reaction mixture was heated on a steam bath for 60 hours, cooled to room temperature and stirred for 24 hours. The reaction mixture was warmed on a steam bath for 20 minutes, the solution was filtered and the filtrate was concentrated in vacuo. The residue was taken up in water (350 ml), the solution was chilled and the precipitate that was obtained was collected by filtration and air dried. The filtrate was extracted with chloroform (3×200 ml), the organic layers were combined, dried over anhydrous MgSO4 and the solvents were removed in vacuo. Ether was added to the residue and the solution was chilled for 24 hours. The resulting white precipitate was collected by filtration, air-dried and combined with the previously collected precipitate to afford 6.2 g (51%) of 2-amino-5-pyridinecarboxylic acid ethyl ester as a white solid.

1. temperatureThe reaction mixture was heated on a steam bath for 2 hours
2. temperatureThe reaction mixture was heated on a steam bath for 60 hours
3. temperatureThe reaction mixture was warmed on a steam bath for 20 minutes
4. filtrationthe solution was filtered
5. concentrationthe filtrate was concentrated in vacuo
6. temperaturethe solution was chilled
7. customthe precipitate that was obtained
8. filtrationwas collected by filtration and air
9. customdried
10. extractionThe filtrate was extracted with chloroform (3×200 ml)
11. dry with materialdried over anhydrous MgSO4
12. customthe solvents were removed in vacuo
13. additionEther was added to the residue
14. temperaturethe solution was chilled for 24 hours
15. filtrationThe resulting white precipitate was collected by filtration
16. customair-dried