反应详情

3-Bromo-2-methylpyridine (172 mg, 1 mmol) and tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate (309 mg, 1 mmol) were dissolved in THF (10 ml) and combined with a solution of sodium carbonate (425 mg, 4 mmol) in water (1 ml). The mixture was purged with argon, PdCl2(PPh3)2 (35 mg, 0.05 mmol) was added and the mixture was stirred under reflux for three days, diluted with ethyl acetate (30 ml), the phases were separated and the organic layer was washed with brine and dried (sodium sulfate). After concentration under reduced pressure the residue was purified with column chromatography (silica, gradient of 0 to 30% ethyl acetate in DCM) to yield 209 mg (0.76 mmol, yield 76%) MS (multi-mode) m/z=275.2 [M+1]+.

1. additionwas added
2. temperatureunder reflux for three days
3. customthe phases were separated
4. washthe organic layer was washed with brine
5. dry with materialdried (sodium sulfate)
6. concentrationAfter concentration under reduced pressure the residue
7. customwas purified with column chromatography (silica, gradient of 0 to 30% ethyl acetate in DCM)
8. customto yield 209 mg (0.76 mmol, yield 76%)