反应详情

A solution of 2-phenyl-2,5-dihydro-pyrazolo-(4,3-c)quinolin-3-one (4a) (0.261 g, 1 mM) in 2 mL of anhydrous methylene chloride was stirred with N,N-diisopropylethylamine (0.145 g, 1.2 mM) and triphosgene (0.173 g, 0.55 mM) at 0° C. for 1 hour and 25° C. for 2 hours. N,N-diisopropylethylamine (0.145 g, 1.2 mM) and 4-methylpiperidine (0.208 g, 2 mM) were added at 0° C. and the reaction mixture was stirred overnight at room temperature. The reaction was quenched by addition of aqueous sodium bicarbonate solution. The organic layer was collected, washed with brine solution, dried over sodium sulfate, filtered and concentrated in vacuo. The product was obtained by column chromatography. 1H NMR (CDCl3) δ (ppm): 1.0 (3H, d, J=6.59), 1.6 (4H,m), 1.84 (1H,m), 3.14 (1H,m), 3.30 (1H,m), 4.01, (1H,m), 4.60 (1H,m), 7.20 (1H, t, J=8.57), 7.38 (1H, m), 7.68-7.42 (4H, m), 8.18 (2H, m), 8.28 (1H, s), 8.44 (1H, d, J=8.81 Hz). m/z 387.5 (MH+).

1. customThe reaction was quenched by addition of aqueous sodium bicarbonate solution
2. customThe organic layer was collected
3. washwashed with brine solution
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe product was obtained by column chromatography