Bromide ion → HCID 86624802, compound

Participants

Reaction Steps

To a cold (0° C.) solution of 4-acetyl-10-(benzyloxy)-2-(3-chloro-4-fluorobenzyl)-8-methyl-7,8-dihydropyrazino[1′,2′:1,5]pyrrolo[2,3-d]pyridazine-1,9(2H,6H)-dione (0.50 g, 0.98 mmol) in anhydrous THF (20 mL) under an atmosphere of nitrogen, a solution of lithium bis(trimethylsilyl)amide (1.08 mL, 1.08 mmol) in THF was added. After stirring at the same temperature for 15 minutes, bromine (0.24 g, 1.47 mmol) was added and the reaction was stirred at room temperature. The reaction was monitored by LC-MS. Additional solution of lithium bis(trimethylsilyl)amide and bromine were added to drive the reaction to completion. The bromide generated as a solution in THF was used in the following reaction without further workup or purification. ES MS M+1=587

Provenance & Evidence