反应详情

温度

50 °C

To a solution of 302 (1.7 g, 3.98 mmol) in DMF (7 mL) was added pyridine (0.55 mL, 6.77 mmol) at RT and the resultant reaction mixture was stirred for 10 min under Ar atmosphere. Phenyl chloroformate (0.75 mL, 5.97 mmol) was added at 0° C. and the mixture was stirred at RT for an additional 40 min. Cyclopropylamine (1.1 mL, 15.9 mmol) was added to the mixture, and the reaction mixture was warmed to 50° C. and stirred for 2 hours. The mixture was then cooled, poured into water (150 mL) and stirred for 30 min. The precipitate was collected by filtration, washed with water and dried overnight. The crude product was triturated with EtOAc for 1 h and collected by filtration to afford title compound 303 (1.75 g, 86% yield) as a pale violet solid. 1H NMR (300 MHz, DMSO-d6) δ (ppm): 8.71 (d, J=2.1 Hz, 1H), 8.55 (d, J=5.4 Hz, 1H), 8.46 (s, 1H), 8.42 (s, 1H), 8.33 (d, J=8.1 Hz, 1H), 8.10-7.95 (m, 1H), 7.99 (dd, J=8.1, 2.1 Hz, 1H), 7.40-7.22 (m, 1H), 6.87 (br, 1H), 6.78 (d, J=5.1 Hz, 1H), 5.90 (s, 1H), 4.16-3.96 (m, 4H), 2.64-2.50 (m, 1H), 0.75-0.60 (m, 2H), 0.50-0.35 (m, 2H)

1. customthe resultant reaction mixture
2. stirringthe mixture was stirred at RT for an additional 40 min
3. stirringstirred for 2 hours
4. temperatureThe mixture was then cooled
5. stirringstirred for 30 min
6. filtrationThe precipitate was collected by filtration
7. washwashed with water
8. customdried overnight
9. customThe crude product was triturated with EtOAc for 1 h
10. filtrationcollected by filtration