反应详情

温度

-40 °C

To a solution of 2-bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylic acid methyl ester (0.25 g, 0.74 mmol) (as prepared in the previous step) in THF (3 mL) at −40° C. was added dropwise a solution of 2M i-PrMgCl in THF (0.37 mL, 0.74 mmol). The reaction was allowed to stir for 10 min at −40° C. and then cooled to −78° C. and DMF (0.3 mL) was added. The reaction was allowed to attain RT and stirred for 1 h. The reaction was quenched with saturated NH4Cl, diluted with EtOAc (10 mL) and washed with brine (2×10 mL) and the organic layer was concentrated. The title compound was eluted from a 10-g SPE cartridge (silica) with 50% EtOAc/hexane to give 0.11 g (53%) of a colorless oil. Mass spectrum (ESI, m/z): Calcd. for C12H20N2O4Si, 285.1 (M+H), found 284.7.

1. temperaturecooled to −78° C.
2. customto attain RT
3. stirringstirred for 1 h
4. customThe reaction was quenched with saturated NH4Cl
5. additiondiluted with EtOAc (10 mL)
6. washwashed with brine (2×10 mL)
7. concentrationthe organic layer was concentrated
8. washThe title compound was eluted from a 10-g SPE cartridge (silica) with 50% EtOAc/hexane