HRID718597

反应详情

EQUATION

反应方程式

HRID 718597 的结构方程式

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

Compound 20b (2.07 g, 3.85 mmol) was placed in a 100 mL round bottom flask equipped with a stir bar and then the flask was evacuated and backflushed with argon. Dry THF (40 mL) was added via syringe and then the solution was cooled to 0° C. in an ice bath. 1 M LiAlH4 in THF (3.85 mL, 3.85 mmol) was added via syringe and then the ice bath was removed and the reaction was allowed to warm to rt. The reaction was stirred at rt for 1 h and then poured into saturated NH4Cl solution (100 mL). The aqueous mixture was extracted with EtOAc (4×50 mL) and then the combined organic extracts were dried over MgSO4 and filtered. The solvent was removed under reduced pressure to afford compound 21a. 1H-NMR (400 MHz, CDCl3) δ (ppm): 8.48 (d, J=2.2 Hz, 1H), 8.01 (d, J=5.4 Hz, 1H), 7.90 (dd, J=8.8, 2.4 Hz, 1H), 6.77 (d, J=9.0 Hz, 1H), 6.09 (d, J=5.6 Hz, 1H), 4.83 (s, 2H), 3.93 (d, J=3.4 Hz, 8H), 3.51-3.66 (m, 8H), 1.50 (s, 9H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C25H33N7O4: 496.3 (M+H). Found: 496.3.

WORKUP

后处理

  1. customequipped with a stir bar
  2. customthe flask was evacuated
  3. additionDry THF (40 mL) was added via syringe
  4. customthe ice bath was removed
  5. temperatureto warm to rt
  6. additionpoured into saturated NH4Cl solution (100 mL)
  7. extractionThe aqueous mixture was extracted with EtOAc (4×50 mL)
  8. dry with materialthe combined organic extracts were dried over MgSO4
  9. filtrationfiltered
  10. customThe solvent was removed under reduced pressure