反应详情

温度

120 °C

To a solution of 5-(2-oxo-2-phenylethyl)-5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one (1.5 g, 1 eq.) in acetic acid (5 mL) was added ammonium acetate (4.6 g, 13 eq.). The reaction was stirred at 120° C. for 3 hours. The reaction was poured onto water (100 mL) and extracted with dichloromethane (2×100 mL). The organic extracts were combined, washed with sodium bicarbonate solution (3×100 mL), water (1×100 mL), brine (1×50 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by column chromatography (25-75% ethyl acetate in hexanes) gave the product which was triturated with ethyl acetate and ether to give 2-phenyl-9H-benzo[f]imidazo[1,2-d]pyrido[2,3-b][1,4]diazepine (0.9 g, 63%). 1H NMR (DMSO-d6) 400 MHz δ 8.51 (s, 1H), 8.19 (dd, JA=5.2 Hz, JB=1.6 Hz, 1H), 8.14 (s, 1H), 7.96-7.87 (m, 4H), 7.45 (t, J=8 Hz, 2H), 7.36-7.28 (m, 2H), 7.22-7.15 (m, 2H), 7.12-7.07 (m, 1H); LCMS: 311 [M+H].

1. additionThe reaction was poured onto water (100 mL)
2. extractionextracted with dichloromethane (2×100 mL)
3. washwashed with sodium bicarbonate solution (3×100 mL), water (1×100 mL), brine (1×50 mL)
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customPurification by column chromatography (25-75% ethyl acetate in hexanes)
8. customgave the product which
9. customwas triturated with ethyl acetate and ether