反应详情

A solution of 6′-hydroxy-4,4-dimethyl-4,5-dihydro-3H-[1,3′]bipyridinyl-2,6-dione (468 mg, 2.00 mmol), 4-(tert-butyl-dimethyl-silanyloxy)-piperidine-1-carboxylic acid 5-benzoylamino-pyridin-2-yl ester (0.90 g, 2.00 mmol) and triethylamine (0.20 g, 2.00 mmol) in dimethylformamide (10 mL) was stirred at room temperature for 18 hours. The solvent was evaporated in vacuo. The residue was dissolved in ethyl acetate, filtered over a short pad of silicagel and washed with ethyl acetate. The solvent was evaporated in vacuo and the residue was dissolved in 1 N HCl in ethyl acetate (10 mL, 10.0 mmol). After stirring for 1.5 hours at room temperature the solvent was evaporated in vacuo. The white solid was washed with a small amount of ethyl acetate and diethyl ether and dissolved in a few milliliters of dichloromethane and triethylamine (1 mL). Purification by flash column chromatography (SiO2, ethyl acetate:acetone 90:10) yielded the title compound (182 mg, 25% yield) as a white solid.

1. customThe solvent was evaporated in vacuo
2. dissolutionThe residue was dissolved in ethyl acetate
3. filtrationfiltered over a short pad of silicagel
4. washwashed with ethyl acetate
5. customThe solvent was evaporated in vacuo
6. customwas evaporated in vacuo
7. washThe white solid was washed with a small amount of ethyl acetate and diethyl ether
8. dissolutiondissolved in a few milliliters of dichloromethane
9. customPurification by flash column chromatography (SiO2, ethyl acetate:acetone 90:10)