反应详情

温度

80 °C

5-(2-Bromopropanoyl)-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (Example 53 (b), 0.06 g, 0.10 mmol), 2-amino-2-thioxoethyl pivalate (0.022 g, 0.125 mmol), EtOH (2 ml) and a magnetic stirrer bar were placed in a tube designed for microwave synthesis. The vial was sealed and the mixture was heated in a CEM Discover Microwave apparatus (100 W, 80 ° C.) for 40 minutes, giving complete conversion of the starting material to a single product according to LC-MS. The solvents were evaporated to give a crude mixture which was purified on silica giving 0.045 g (76%) of the intermediate pivalyl ester. This compound was dissolved in THF (2 ml) and water (2 ml). To this solution was added NaOH (0.2 mmol, 0.1 ml of a 2M solution), and the mixture was stirred at room temperature overnight. The THF was evaporated off and the water phase was acidified, extracted, and lo the extracts were evaporated. Purification by preparative HPLC gave pure fractions which were freeze-dried to give the title compound (0.040 g, 68%) as a white solid.

1. customdesigned for microwave synthesis
2. customThe vial was sealed
3. customgiving complete conversion of the starting material to a single product
4. customThe solvents were evaporated
5. customto give a crude mixture which
6. customwas purified on silica giving 0.045 g (76%) of the intermediate pivalyl ester
7. dissolutionThis compound was dissolved in THF (2 ml)
8. additionTo this solution was added NaOH (0.2 mmol, 0.1 ml of a 2M solution), and the mixture
9. customThe THF was evaporated off
10. extractionextracted
11. customwere evaporated
12. customPurification by preparative HPLC
13. customgave pure fractions which
14. customwere freeze-dried