Lithium iodide → HCID 71284278, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl-8-(1-(2,4-dimethoxybenzyl)-3-ethyl-4-hydroxy-5-(methoxycarbonyl)-6-oxo-1,6-dihydropyridin-2-yl)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate (0.5 g, 0.8 mmol) in EtOAc (8 mL) was added lithium iodide (0.33 g, 2.4 mmol). The solution was heated at 60° C. for 1.5 h then cooled to room temperature and diluted with EtOAc (20 mL). The reaction mixture was washed with 1M HCl (20 mL), 10% Na2S2O3 (20 mL), and brine (20 mL). The organic layer was then dried over Na2SO4, filtered, and concentrated. To the crude residue was added TIPS-H (1 mL) and TFA (1 mL), and the reaction mixture was heated at 60° C. for 1 h. The reaction mixture was allowed to cool to room temperature and the solvents were removed in vacuo. To the crude residue was added HCl/Et2O (1 mL, 2.0 M) and the precipitate was collected by filtration to afford the title compound as a light brown solid (60 mg, 21%).

Provenance & Evidence