Potassium Bromide → HCID 23077665, compound

Participants

Reaction Steps

9-Benzyloxy-2-(3,4-dichlorobenzyl)-6-hydroxymethyl-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione (100 mg) obtained in Example 5, Step 6 was dissolved in acetone (1.6 ml) and saturated aqueous sodium hydrogen carbonate solution (1.0 ml) and potassium bromide (3 mg), 2,2,6,6-tetramethylpiperidine 1-oxyl and free radical (3 mg) were added, and 6% aqueous sodium hypochlorite solution (3.4 ml) was added dropwise under ice-cooling. After stirring for 15 min, the ice bath was removed and the mixture was stirred at room temperature for 4 hr. Furthermore, 6% aqueous sodium hypochlorite solution (0.1 ml) was added dropwise and the mixture was stirred for 1.5 hr. The obtained reaction mixture was poured into 5% aqueous potassium hydrogen sulfate solution and stirred for 30 min. The resulting crystals were collected by filtration to give 9-benzyloxy-2-(3,4-dichlorobenzyl)-1,8-dioxo-1,3,4,8-tetrahydro-2H-pyrido[1,2-a]pyrazine-6-carboxylic acid (94 mg).

Provenance & Evidence