反应详情

温度

100 °C

9-bromo-6-isopropylbenzo[c]-1,6-naphthyridin-1(2H)-one (100 mg, 0.32 mmol), acetichydrazide (47 mg, 0.63 mmol), molybdenum hexacarbonyl (83 mg, 0.32 mmol), trans-di-mu-acetatobis[2-(di-o-tolylphosphino)benzyl]dipalladium(II) (15 mg, 0.016 mmol), and tri-(t-butyl)phosphonium HBF4 salt (9.2 mg, 0.032 mmol) were combined in a vial, followed by dioxane (2.0 ml), DMA (1.0 ml) and N,N-diisopropylethylamine (0.22 ml, 1.3 mmol). The resulting suspension was purged with argon (subsurface bubbling) for 10 min, and then stirred at 100° C. in a sealed vial for 3 hours. The reaction mixture was cooled to room temperature, diluted with EtOAc (3 mL), and filtered to afford N-acetyl-6-isopropyl-1-oxo-1,2-dihydrobenzo[c]-1,6-naphthyridine-9-carbohydrazide. 1H NMR (500 MHz, DMSO-D6) δ 11.88 (d, 1H), 10.53 (s, 1H), 10.47 (d, 1H), 9.97 (s, 1H), 8.56 (d, 1H), 8.06 (dd, 1H), 7.57 (t, 1H), 6.79 (d, 1H), 4.12 (septet, 1H), 1.94 (s, 3H), 1.38 (d, 6H). LRMS (ESI) calc'd for (C18H18N4O3) [M+H]+, 339.1; found 339.1.

1. customThe resulting suspension was purged with argon (subsurface bubbling) for 10 min
2. temperatureThe reaction mixture was cooled to room temperature
3. additiondiluted with EtOAc (3 mL)
4. filtrationfiltered