反应详情

温度

70 °C

To 1-(3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7(6H)-yl)-2-phenylethanone (0.203 g, 0.49 mmol) was added trifluoroacetic acid (2 mL). The reaction was heated at 70° C. for 18 hours. To the crude reaction mixture was added toluene (5 mL) and the resulting mixture was evaporated under reduced pressure to give a crude product. The residue was diluted in dichloromethane (4 mL/mmol) and washed with saturated aqueous sodium carbonate. The combined aqueous layers were washed with dichloromethane. The combined organics extract was dried over Na2SO4 and concentrated under reduced pressure to give a brown oil. The oily residue was triturated with a mixture of dichloromethane and methanol to yield the desired product, 1-(8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7(6H)-yl)-2-phenylethanone as an off-white solid (0.041 g, 18%). M.p.=164-166° C.; 1H NMR (DMSO-d6), 400 MHz) δ 13.57 (s, 1H), 8.36 (s, 1H), 8.12 (s, 1H), 7.27 (m, 5H), 4.87 (s, 1H), 4.77 (s, 1H), 3.82-3.86 (m, 4H), 3.01 (m, 2H); LCMS [M+H]: 293.

1. customTo the crude reaction mixture
2. customthe resulting mixture was evaporated under reduced pressure
3. customto give a crude product
4. washwashed with saturated aqueous sodium carbonate
5. washThe combined aqueous layers were washed with dichloromethane
6. extractionThe combined organics extract
7. dry with materialwas dried over Na2SO4
8. concentrationconcentrated under reduced pressure
9. customto give a brown oil
10. customThe oily residue was triturated with a mixture of dichloromethane and methanol