反应详情

To a solution of (Z)-1,1′-(4-(methoxymethylene)-3-oxo-3,4-dihydrocinnoline-1,2-diyl)diethanone (0.18 g, 0.66 mmol) in tetrahydrofuran (5 mL) is added 3-hydroxy-4-methoxybenzylamine hydrochloride (0.13 g, 0.66 mmol). The suspension is treated with triethylamine (0.21 mL) and dimethylformamide (1 mL). The mixture is stirred at room temperature until LC/MS analysis revealed the consumption of the starting materials. Following concentration under reduced pressure, the crude mixture is purified by semi-preparative reverse-phase HPLC, employing a gradient elution from 40% acetonitrile in water with 0.1% trifluoroacetic acid to 70% acetonitrile in water over 60 minutes. The desired fractions were concentrated under reduced pressure to afford 0.14 g of (4Z)-1,2-diacetyl-4-{[(3-hydroxy-4-methoxybenzyl)amino]methylene}-1,4-dihydrocinnolin-3(2H)-one.

1. customthe consumption of the starting materials
2. concentrationconcentration under reduced pressure
3. customthe crude mixture is purified by semi-preparative reverse-phase HPLC
4. washa gradient elution from 40% acetonitrile in water with 0.1% trifluoroacetic acid to 70% acetonitrile in water over 60 minutes
5. concentrationThe desired fractions were concentrated under reduced pressure