Methyl iodide → HCID 67074337, compound

Participants

Reaction Steps

To a solution of 0.200 g (0.46 mmol) of 3-{4-[(E)-3-(3-chloro-phenyl)-acryloyl]-7-oxo-[1,4]diazepan-1-yl}-4-hydroxy-butyric acid tert-butyl ester in 0.73 ml of DMF was added dropwise 0.142 ml (2.29 mmol) of iodomethane. The solution was treated at 0° C. with 0.024 g (0.55 mmol) of NaH (55% in oil). The reaction was stirred for 3 h at 0° C., neutralized with cold aqueous 10% KHSO4 and extracted with EtOAc (3×). The organic phases were washed with aqueous saturated NaHCO3 and aqueous 10% NaCl, dried (Na2SO4), evaporated and purified on a SiO2-column (dichloromethane/Isopropanol 99:1-98:2) to give the titled compound in 61% yield as colorless gum. MS: 451.2 (MH+, 1Cl).

Provenance & Evidence