1,2-Dichloroethane → [1-(3-Bromo-benzyl)-3-[3-(3-methanesulfonylaminocarbonyl-phenoxy)-propyl]-1,3-dihydro-benzoimidazol-ylidene]-carbamic acid tert-butyl ester

Participants

Reaction Steps

To a solution of methyl sulfonamide (25 mg, 0.26 mmol) in tert-butanol (2.5 ml) and dichloromethane (2.5 ml) at rt under N2 was added EDC (99 mg, 0.52 mmol), DMAP (44 mg, 0.36 mmol) and 3-(3-{3-(3-bromo-benzyl)-2-[tert-butoxycarbonylimino]-2,3-dihydro-benzoimidazol-1-yl}-propoxy)-benzoic acid (150 mg, 0.26 mmol). The reaction was stirred for 24 h and then diluted with EtOAc and washed with a solution of KHSO4. The organic layer was separated, dried (Na2SO4) and concentrated under reduced pressure to provide [1-(3-bromo-benzyl)-3-[3-(3-methanesulfonylaminocarbonyl-phenoxy)-propyl]-1,3-dihydro-benzoimidazol-ylidene]-carbamic acid tert-butyl ester (120 mg, 71%). HPLC-MS 657, 659 [M+1]+.

Provenance & Evidence