Sodium Iodide → HCID 21994029, compound

Participants

Reaction Steps

(2-Bromoethyl)benzene (312 mg, 1.68 mmol) was added to a stirred solution of N-[3-(2-oxopiperazin-1-yl)propan-1-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide dihydrochloride (610 mg, 1.42 mmol), triethylamine (722 mg, 7.13 mmol), sodium iodide (255 mg, 1.70 mmol) and 1,8-diazabicyclo[5.4.0]undecene (438 mg, 2.88 mmol) in acetonitrile (20 ml) at room temperature. After refluxing under nitrogen for 2 days, the reaction mixture was concentrated in vacuo. The residue was dissolved in water and extracted with chloroform. The extract was washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel(20 g) with Ethyl acetate-Methanol (8:1) to give N-[3-[4-(2-phenylethan-1-yl)-2-oxopiperazin-1-yl]propan-1-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide as a purple amorphous powder (288 mg, 44%).

Provenance & Evidence