反应详情

温度

70 °C

Compound 259 (0.077 g, 0.16 mmol) was suspended in DMF (1.5 mL) and 1,1′-carbonyldiimidazole (0.028 g, 0.17 mmol) was added. The reaction was stirred at 70° C. After 1 h, the suspension was cooled to 0° C. and ammonia gas was sparged therein. The tube was sealed and warmed to 70° C. After 1 h, the reaction was diluted in water (30 mL) and filtered. Purification by reversed phase HPLC (10-90% acetonitrile in water with 0.1% TFA) provided compound 260 (0.025 g, 26% yield) as a TFA salt. 1H NMR (500 MHz, DMSO-d6) δ 1.25-1.39 (m, 2 H) 1.70-1.84 (m, 4 H) 1.89 (dt, J=7.27, 3.58 Hz, 1 H) 2.05 (d, J=7.09 Hz, 4 H) 2.14 (br. s., 2 H) 2.27 (d, J=8.31 Hz, 2 H) 2.80 (t, J=10.88 Hz, 2 H) 3.70 (d, J=12.23 Hz, 2 H) 5.52 (quin, J=9.05 Hz, 1 H) 6.80 (br. s., 1 H) 7.31 (br. s., 1 H) 7.74 (br. s., 1 H) 7.98 (br. s., 1 H) 8.05 (br. s., 1 H) 8.13 (d, J=3.91 Hz, 1 H) 8.21-8.28 (m, 1 H) 9.51 (s, 1 H) 11.36 (br. s., 1 H) ppm.

1. temperaturethe suspension was cooled to 0° C.
2. customammonia gas was sparged
3. customThe tube was sealed
4. temperaturewarmed to 70° C
5. waitAfter 1 h
6. additionthe reaction was diluted in water (30 mL)
7. filtrationfiltered
8. customPurification by reversed phase HPLC (10-90% acetonitrile in water with 0.1% TFA)