反应详情

温度

70 °C

Under a nitrogen atmosphere, add 3-(tert-butoxycarbonylamino-methyl)-6-chloropyridine (13.1 g, 54 mmol), zinc cyanide (9.5 g, 81 mmol), tris(dibenzylideneacetone)dipalladium(0) (494 mg, 0.54 mmol), and dppf (550 mg, 0.81 mmol) to DMF (130 mL). Heat the mixture at 70° C. overnight. Cool the mixture to room temperature and dilute with water and EtOAc. Separate the layers, and extract the aqueous layer with EtOAc. Wash the combined organic extracts with water and brine. Dry the organic solution over Na2SO4, filter, and concentrate in vacuo. Purify by chromatography on silica gel (500 g) eluting with hexane/EtOAc (1:0 to 7:3 gradient) to provide the desired intermediate as a white solid (11.3 g, 90%). MS (ES+) m/z: 234 (M+H)+.

1. temperatureCool the mixture to room temperature
2. customSeparate the layers
3. extractionextract the aqueous layer with EtOAc
4. washWash the combined organic extracts with water and brine
5. dry with materialDry the organic solution over Na2SO4
6. filtrationfilter
7. concentrationconcentrate in vacuo
8. customPurify by chromatography on silica gel (500 g)
9. washeluting with hexane/EtOAc (1:0 to 7:3 gradient)