反应详情

温度

45 °C

To a solution of tert-butyl 4-(6-bromo-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate (5.00 g, compound B53) in anhydrous THF (100 ml) is slowly added 5-(chloromethyl)-2-ethyl-2H-tetrazole (5.62 g, compound D32), sodium bis(trimethylsilyl)amide (11.6 ml, 1.0 M solution in THF) and sodium iodide (348 mg). The reaction mixture is stirred for 48 h at 45° C. Afterwards all volatiles are removed under reduced pressure and the residue is treated with DCM (100 ml) and water (50 ml). The organic layer is separated and dried over sodium sulfate. After purification by flash column chromatography [silica gel, eluation gradient: EtOAc/cyclohexane, 1/1 (v/v)] the title compound is obtained as a solid.

1. customAfterwards all volatiles are removed under reduced pressure
2. additionthe residue is treated with DCM (100 ml) and water (50 ml)
3. customThe organic layer is separated
4. dry with materialdried over sodium sulfate
5. customAfter purification by flash column chromatography [silica gel, eluation gradient: EtOAc/cyclohexane, 1/1 (v/v)] the title compound
6. customis obtained as a solid