反应详情

温度

60 °C

To a suspension of pyrrolo[2,1-f][1,2,4]triazin-4-amine (1.00 g, 7.46 mmol) in nitrobenzene (40 mL) was added AlCl3 (2.98 g, 22.36 mmol), followed by acetyl chloride (2.34 g, 29.82 mmol). The resulting solution was heated (60° C.) for 5 h and cooled to rt. The reaction mixture was poured onto ice-water and solid sodium bicarbonate was added with stirring until the solution was basic. This mixture was extracted with ethyl acetate (3×100 mL) and then the combined organic layers were concentrated under reduced pressure. The residue was stirred with MeOH (100 mL) and potassium carbonate (5 g) overnight. The solid was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by HPLC using a gradient of 5-30% MeCN in water to afforded 448.0 mg (34%) of the title compound. 1H-NMR (DMSO-d6) δ 9.63 (bs, 1H), 8.47 (bs, 1H), 8.03 (s, 1H), 7.76 (d, J=3.2 Hz, 1H), 7.40 (d, J=2.9 Hz, 1H), 2.57 (s, 3H); MS [M+H]+=177.1; LCMS RT=1.37 min.

1. temperaturecooled to rt
2. additionwas added
3. extractionThis mixture was extracted with ethyl acetate (3×100 mL)
4. concentrationthe combined organic layers were concentrated under reduced pressure
5. stirringThe residue was stirred with MeOH (100 mL) and potassium carbonate (5 g) overnight
6. customThe solid was removed by filtration
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe residue was purified by HPLC