反应详情

温度

-78 °C

To a solution of 8-bromo-2-methoxy-[1,5]naphthyridine (1 g, 4.18 mmol, prepared as in WO 2006/032466) in dry THF (20 mL) at −78° C. was added dropwise n-BuLi (2.5 M in hex, 5 mL, 1.2 eq). The mixture was stirred at −78° C. for 1 h before the dropwise addition of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (0.833 g, 4.2 mmol) in THF (5 mL). The mixture was stirred at −78° C. for another h and then slowly warmed to rt. The mixture was quenched by the addition of sat. aq. NH4Cl solution (10 mL) and extracted with EA. The combined org. layers were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by CC (hex/EA 1:1 to EA) to give the desired intermediate (1.0 g, 66.5%) as yellow oil.

1. temperatureslowly warmed to rt
2. customThe mixture was quenched by the addition of sat. aq. NH4Cl solution (10 mL)
3. extractionextracted with EA
4. dry with materiallayers were dried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe residue was purified by CC (hex/EA 1:1 to EA)