反应详情

温度

-40 °C

To a solution of 2-bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carbonitrile (0.55 g, 1.8 mmol) (as prepared in the previous step) in THF (6 mL) at −40° C. was added dropwise a solution of 2M i-PrMgCl in THF (1 mL). The reaction was allowed to stir for 10 min at −40° C. and then cooled to −78° C., and ethyl cyanoformate (0.3 g, 3.0 mmol) was added. The reaction allowed to attain RT and stirred for 1 h. The reaction was quenched with satd aq NH4Cl, diluted with EtOAc (20 mL) and washed with brine (2×20 mL), and the organic layer was dried over Na2SO4 and then concentrated. The title compound was eluted from a 20-g SPE cartridge (silica) with 30% EtOAc/hexane to give 0.40 g (74%) of a colorless oil. Mass spectrum (ESI, m/z): Calcd. for C13H21N3O3Si, 296.1 (M+H), found 296.1.

1. temperaturecooled to −78° C.
2. customto attain RT
3. stirringstirred for 1 h
4. customThe reaction was quenched with satd aq NH4Cl
5. additiondiluted with EtOAc (20 mL)
6. washwashed with brine (2×20 mL)
7. dry with materialthe organic layer was dried over Na2SO4
8. concentrationconcentrated
9. washThe title compound was eluted from a 20-g SPE cartridge (silica) with 30% EtOAc/hexane