反应详情

温度

-50 °C

To a solution of 0.400 g (1.65 mmol) of 2-pyrimidin-4-yl-7,8,9,10-tetrahydro-6H-pyrimido[1,2-a]azepin-4-one (step 1 of example 6) in 16 mL of dry tetrahydrofuran at −50° C., was added 1.82 mL (1.82 mmol) of lithium bis(trimethylsilyl)amide (1M in tetrahydrofuran). The resulting mixture was stirred at −50° C. for 10 min. 0.494 g (2.48 mmol) of 4-chloro-2-isothiocyanato-1-methoxy-benzene dissolved in 2 mL of tetrahydrofuran was added at −50° C. the resulting mixture was stirred for 2 hours. The mixture was dissolved in a saturated solution of ammonium chloride and dichloromethane. The organic phases were washed with a saturated aqueous solution of sodium chloride, dried over sodium sulfate and evaporated to dryness. The residue was purified by flash chromatography (dichloromethane/methanol/ammoniac in proportions of 99/1/0.1 to 98/2/0.2) to afford 0.224 g (31%) of a solid.

1. additionwas added at −50° C. the resulting mixture
2. stirringwas stirred for 2 hours
3. washThe organic phases were washed with a saturated aqueous solution of sodium chloride
4. dry with materialdried over sodium sulfate
5. customevaporated to dryness
6. customThe residue was purified by flash chromatography (dichloromethane/methanol/ammoniac in proportions of 99/1/0.1 to 98/2/0.2)