反应详情

温度

0 °C

To a suspension of {1-[4-(7,8-diamino-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (80 mg, 0.16 mmol) in glacial acetic acid (2 mL) and water (1 mL) at 0° C. was added NaNO2 (14 mg, 0.20 mmol). The resulting mixture was stirred at 0° C. for 30 mins, before allowing to warm to RT. After 16 hours, further NaNO2 (14 mg, 0.20 mmol) was added and the reaction mixture stirred at RT for a further 3 hours. The resultant mixture was poured onto water and the aqueous mixture was extracted with ethyl acetate (2×50 mL). The combined organic extracts were washed with NaHCO3 (2×30 mL), brine, dried (NaSO4), filtered, and the solvent removed in vacuo to give the title compound as a brown solid (51 mg, 63%). LCMS (Method G): RT=3.76 min, [M+H]+=509.

1. temperatureto warm to RT
2. waitAfter 16 hours
3. stirringthe reaction mixture stirred at RT for a further 3 hours
4. extractionthe aqueous mixture was extracted with ethyl acetate (2×50 mL)
5. washThe combined organic extracts were washed with NaHCO3 (2×30 mL), brine
6. dry with materialdried (NaSO4)
7. filtrationfiltered
8. customthe solvent removed in vacuo