反应详情

A stirred solution of 1,1-dimethylethyl 4-{[2-amino-5-bromo-4-(trifluoromethyl)phenyl]amino}-1-piperidinecarboxylate (D67, 0.98 g, 2.2 mmol) in tetrahydrofuran (25 ml) at room temperature under argon was treated with diisopropylethylamine (0.78 ml, 4.4 mmol) followed by ethyl chloroformate (0.24 ml, 2.5 mmol) and maintained for 20 hrs. The solution was concentrated under vacuum and the residue treated with 10% Na2CO3 solution and extracted with ethyl acetate. The extract was dried (Na2SO4) and concentrated under vacuum to leave a beige solid, which was dissolved in dimethylformamide (20 ml) and heated with stirring under argon for 1.5 hrs. The mixture was concentrated under vacuum and the residue treated with 10% Na2CO3 solution and extracted with ethyl acetate. The extract was dried (Na2SO4) and concentrated under vacuum to afford the title compound as a light brown solid (0.95 g, 91%).

1. temperaturemaintained for 20 hrs
2. concentrationThe solution was concentrated under vacuum
3. additionthe residue treated with 10% Na2CO3 solution
4. extractionextracted with ethyl acetate
5. dry with materialThe extract was dried (Na2SO4)
6. concentrationconcentrated under vacuum
7. customto leave a beige solid, which
8. temperatureheated
9. concentrationThe mixture was concentrated under vacuum
10. additionthe residue treated with 10% Na2CO3 solution
11. extractionextracted with ethyl acetate
12. dry with materialThe extract was dried (Na2SO4)
13. concentrationconcentrated under vacuum