反应详情

To a solution of NaH (80%, 0.17 g, 4.00 mmol) in THF (5 mL) at 0° C. under argon was added diethyl malonate (0.64 g, 4.00 mmol). After the mixture was stirred for 15 min the mixture was added to a refluxed mixture of (4-bromomethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (1.00 g, 3.48 mmol) in THF (10 mL), and the mixture was refluxed for 2 h. The mixture was concentrated under reduced pressure and the residue was partitioned between water and chloroform. The organic layer was washed with water and brine and dried. After filtration and evaporation of the solvent, the crude product was purified by flash chromatography (MeOH/CH2Cl2, 1:100) to give 2-(2-tert-butoxycarbonylamino-pyridin4-ylmethyl)-malonic acid diethyl ester (0.80 g, 55%).

1. temperaturethe mixture was refluxed for 2 h
2. concentrationThe mixture was concentrated under reduced pressure
3. customthe residue was partitioned between water and chloroform
4. washThe organic layer was washed with water and brine
5. customdried
6. filtrationAfter filtration and evaporation of the solvent
7. customthe crude product was purified by flash chromatography (MeOH/CH2Cl2, 1:100)