反应详情

温度

-30 °C

To a solution of 4.5 g (14.27 mmol) of 4-oxo-2-pyrimidin-4-yl-5,6,8,9-tetrahydro-4H-1,4a,7-triaza-benzocycloheptene-7-carboxylic acid ethyl ester in dry tetrahydrofuran (140 mL) under argon at −30° C. was added 15.70 mL (15.70 mmol) of lithium bis(trimethylsilyl)amide (1M in tetrahydrofuran). The solution was stirred at −30° C. for 5 min and 0.77 mL (14.98 mmol) of bromine was added. The reaction was stirred at −30° C. to room temperature during 3 hours. 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 to 3% of methanol) to afford 2.6 g (46%) of product.

1. stirringThe reaction was stirred at −30° C. to room temperature during 3 hours
2. customThe mixture was quenched with the addition of a saturated solution of ammonium chloride
3. extractionextracted with ethyl acetate
4. dry with materialThe organic phase was dried over sodium sulfate
5. concentrationconcentrated
6. customThe residue was purified by flash chromatography (dichloromethane with 1 to 3% of methanol)