反应详情

温度

-100 °C

To a solution of 5-bromo-6-fluoro-1-methyl-1H-indazole (1.800 g, 7.86 mmol) in THF (79 ml) at −100° C., was added n-BuLi (5.40 ml, 8.64 mmol) dropwise. After stirring for 1 h at −100° C., 1-(6-chloroimidazo[1,2-b]pyridazin-3-yl)ethanone (1.691 g, 8.64 mmol) in THF (20 mL) was added dropwise. The reaction solution was stirred for additional 2 h and was quenched with NH4Cl (aq). The resulting mixture was extracted with EtOAc. Combined organic layers were washed with NH4Cl(aq), dried over Na2SO4 and concentrated in vacuo to afford a crude product, which was purified on silica gel column chromatography (Hexanes:EtOAc) to give the title compound in 34% yield. LCMS (method B): [MH]+=346, tR=2.14 min.

1. stirringThe reaction solution was stirred for additional 2 h
2. customwas quenched with NH4Cl (aq)
3. extractionThe resulting mixture was extracted with EtOAc
4. washCombined organic layers were washed with NH4Cl(aq)
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo
7. customto afford a crude product, which
8. customwas purified on silica gel column chromatography (Hexanes:EtOAc)