反应详情

温度

0 °C

To a solution of 14.5 mL diisopropylamine in 336 mL THF was added 49 mL n-BuLi (2.5 M in hexanes) at 0° C. The mixture was stirred at 0° C. for 15 min, cooled to −78° C. before 10 mL EtOAc were dropwise added. After another 30 min, a solution of 2-chloro-3-pyridine carboxaldehyde (84.8 mmol), dissolved in 84 mL THF, was added. The mixture was stirred at −78° C. for 30 min and then allowed to warm to RT. After stirring for 1.5 h, the reaction was quenched with sat. aq. NaHCO3 solution and extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and concentrated in vacuo. Purification with CC (KP-SIL™ from Biotage) using Hept/EtOAc (10/1) to EtOAc gives the desired compound as yellow oil.

1. additionwere dropwise added
2. waitAfter another 30 min
3. additionwas added
4. stirringThe mixture was stirred at −78° C. for 30 min
5. temperatureto warm to RT
6. stirringAfter stirring for 1.5 h
7. customthe reaction was quenched with sat. aq. NaHCO3 solution
8. extractionextracted with EtOAc
9. washThe combined organic layers were washed with brine
10. dry with materialdried over MgSO4
11. concentrationconcentrated in vacuo
12. customPurification with CC (KP-SIL™ from Biotage)