反应详情

温度

-78 °C

2-azetidin-1-yl-5-bromopyridine (64 mg, 0.30 mmol) was dissolved in dry THF (1.5 mL) and cooled to −78° C., followed by the addition of n-BuLi (0.196 mL, 1.6 M in hexanes). Thirty minutes later, a solution of 1,4-cyclohexanedione mono-ethylene ketal (44.6 mg, 0.286 mmol) in dry THF (0.2 mL) was added dropwise at −78° C. with constant stirring. One hour later, the reaction was quenched with NH4Cl (aq) and slowly warmed to rt. The aqueous layer was extracted with CH2Cl2×3, dried, filtered and concentrated to give a crude, which was purified by flash column chromatography (100% EtOAc) to provide 35 mg (43%) of white solid product. MS (M+H+)=291.1.

1. customOne hour later, the reaction was quenched with NH4Cl (aq)
2. temperatureslowly warmed to rt
3. extractionThe aqueous layer was extracted with CH2Cl2×3
4. customdried
5. filtrationfiltered
6. concentrationconcentrated
7. customto give a crude, which
8. customwas purified by flash column chromatography (100% EtOAc)