Methyl iodide → HCID 66783051, compound

Participants

Reaction Steps

0.40 g (0.92 mmol) of the above prepared 4-((S)-3-benzyloxy-1-hydroxymethyl-propyl)-1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one and 0.29 ml (4.58 mmol) of methyl iodide were dissolved in 1.6 ml of DMF. After cooling (0° C.), 0.048 g (1.10 mmol) of NaH (55% dispersion in oil) was added. The reaction was stirred for 3 h at this temperature, then poured onto crashed ice/aq. 10% KHSO4 solution and extracted with Et2O (3×). The organic layers were washed with aq. 10% KHSO4 solution and aq. 10% NaCl solution, dried over Na2SO4, evaporated and purified by flash silica gel column (n-heptane:EtOAc 1:1) to yield 0.42 g (quantitative) of the title compound as light yellow oil. MS: 451.2 (MH+, 1Cl).

Provenance & Evidence