Carbon Disulfide → HCID 25192109, compound

Participants

Reaction Steps

To a stirred solution of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) (30 mg, 0.16 mmol) in acetonitrile (0.4 mL) cooled to −10° C. under N2 was added CS2 (94 μL, 1.57 mmol). A solution of (S)—N,N-dibenzylpropane-1,2-diamine (40 mg, 0.16 mmol) in acetonitrile (0.4 mL) was added dropwise. The reaction mixture was stirred for 3 h at room temperature and a solution of 1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one (34 mg, 0.16 mmol) in acetonitrile (0.8 mL) was added. The mixture was heated at 55° C. overnight and the solvent was removed on vacuo. The crude material was purified by flash chromatography (silica gel, cyclohexane/ethyl acetate 6/4) to afford a pale yellow solid (32 mg, 40%).

Provenance & Evidence