反应详情

温度

120 °C

Instead of the starting material of Reference Example 56, that is, the compound S55, the 5-bromonicotinic acid was used for the similar procedure as in Reference Example 56. To the obtained tert-butyl 5-bromonicotinate (22.4 g), dimethylacetoamide (112 ml), tris(dibenzylideneacetone)dipalladium (1.59 g), zinc cyanide (6.1 g), diphenylphosphinoferrocene (1.92 g), and zinc powder (0.68 g) were added and the mixture was stirred under argon atmosphere at 120° C. for 1.5 hours. The reaction solution was filtered by sellite, which was then washed with ethyl acetate, and the filtrate was washed with saturated saline. The organic layer was dried over with anhydrous sodium sulfate, then concentrated. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1) to obtain tert-butyl 5-cyanonicotinate (13.1 g).

1. filtrationThe reaction solution was filtered by sellite, which
2. washwas then washed with ethyl acetate
3. washthe filtrate was washed with saturated saline
4. dry with materialThe organic layer was dried over with anhydrous sodium sulfate
5. concentrationconcentrated
6. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1)