反应详情

温度

-78 °C

To a solution of 10.00 g (41.27 mmol) of 4-oxo-2-pyrimidin-4-yl-5,6,8,9-tetrahydro-4H-1,4-a,7-triaza-benzocycloheptene-7-carboxylic acid ethyl ester in dry tetrahydrofuran (8 mL) under argon at −78° C. was added 2.00 mL (2.00 mmol) of lithium bis(trimethylsilyl)amide (1M in tetrahydrofuran). The solution was stirred at −78° C. for 10 min and 1.28 mL of ethyl iodide (15.86 mmol) was added. The reaction was stirred at −78° C. for 1 h and then at 0° C. for 2 h. The mixture was quenched with the addition of a saturated solution of ammonium chloride and extracted with ethyl acetate. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography (dichloromethane with 1% of methanol) to afford 0.100 g of a white solid (18%).

1. stirringThe reaction was stirred at −78° C. for 1 h
2. waitat 0° C. for 2 h
3. customThe mixture was quenched with the addition of a saturated solution of ammonium chloride
4. extractionextracted with ethyl acetate
5. dry with materialThe organic phase was dried over sodium sulfate
6. concentrationconcentrated
7. customThe residue was purified by flash chromatography (dichloromethane with 1% of methanol)