反应详情

Ethyl 2-(5-benzoyl-1,4-dimethylpyrrol-2-yl)-2-(2-fluoro-4-aminophenyl)acetate (5.3 g, 13,4 mmol) [prepared as in Example 1, Step (c)] and 50% aqueous NaOH (5 ml) were dissolved in a 1:1 mixture of methanol/THF (100 ml), and the reaction mixture was refluxed for 30 min. After removing the solvents in vacuo, the residue was diluted with water and acidified with concentrated HCl. The product was extracted into ethyl acetate, and the organic layer was washed with brine, dried over sodium sulfate, and the solvent was removed under reduced pressure. The residue was re-dissolved in DMF (200 ml) and refluxed for 30 min. The reaction mixture was cooled, poured into water/ice, and the product was extracted into ethyl acetate. The organic layer was washed with water and dried over sodium sulfate. Evaporation of the solvent gave 3-fluoro-4-[5-benzoyl-1,4-dimethyl-1H-pyrrol-2-ylmethyl]aniline (3.12 g, 69%) as a solid.

1. temperaturethe reaction mixture was refluxed for 30 min
2. customAfter removing the solvents in vacuo
3. additionthe residue was diluted with water
4. extractionThe product was extracted into ethyl acetate
5. washthe organic layer was washed with brine
6. dry with materialdried over sodium sulfate
7. customthe solvent was removed under reduced pressure
8. dissolutionThe residue was re-dissolved in DMF (200 ml)
9. temperaturerefluxed for 30 min
10. temperatureThe reaction mixture was cooled
11. additionpoured into water/ice
12. extractionthe product was extracted into ethyl acetate
13. washThe organic layer was washed with water
14. dry with materialdried over sodium sulfate
15. customEvaporation of the solvent