反应详情

3-Iodobenzylamine hydrochloride (1.0 g) and diisopropylethylamine (1.29 ml) were taken up in dry dimethylsulfoxide (60 ml) and treated with ethyl bromoacetate and stirred under nitrogen for 2 h. 2M HCl (1.85 ml) and water (250 ml) were added. This was extracted with EtOAc, the aqueous phase was taken to pH 8 and extracted with EtOAc. The combined extracts were dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by chromatography (Biotage, 40 g) eluting with EtOAc-cyclohexane-diisopropylethylamine (10:89:1 then 20:79:1) to give the title compound (0.571 g) LCMS RT 2.02 min.

1. extractionThis was extracted with EtOAc
2. extractionextracted with EtOAc
3. dry with materialThe combined extracts were dried (Na2SO4)
4. concentrationconcentrated under reduced pressure
5. customThe residue was purified by chromatography (Biotage, 40 g)
6. washeluting with EtOAc-cyclohexane-diisopropylethylamine (10:89:1