1,4-Dioxane → HCID 86683822, Verbindung
Reaktionsgleichung
[Se].[Br:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([C:16]#[N:17])[C:12]=1[N:13]([CH3:15])[CH3:14])[N:9]=[C:8]([CH3:18])[CH:7]=[CH:6]2.[O:19]1CCOCC1>>[Br:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([C:16]#[N:17])[C:12]=1[N:13]([CH3:14])[CH3:15])[N:9]=[C:8]([CH:18]=[O:19])[CH:7]=[CH:6]2Komponenten
4
Versuchsvorschrift
Selenium dioxyde (50 mg, 0.45 mmol, 1.3 eq) in suspension in dioxane (1 mL) was heated at 60° C. The 6-bromo-7-dimethylamino-2-methylquinoline-8-carbonitrile (100 mg, 0.34 mmol, 1.0 eq) was then introduced and the mixture was left to react at 80° C. for 3 hours. After cooling to room temperature, the mixture was filtered on celite, eluted with dioxane and concentrated under reduced pressure. The crude product was precipitated from ether to afford 6-bromo-7-dimethylamino-2-formylquinolin-8-carbonitrile as an orange powder (74 mg, 72%).