反应详情

温度

90 °C

To a round bottomed flask was charged 1,1-dimethylethyl 4-[4-cyano-1-(phenylsulfonyl)-1H-indazol-6-yl]-1H-indole-1-carboxylate (6.16 g, 12.36 mmol) followed by toluene (250 ml). The resulting solution was then treated with dibutyl(oxo)stannane (0.554 g, 2.224 mmol) and trimethylsilyl azide (3.3 ml, 25.09 mmol). The mixture was heated to 90° C. overnight, then cooled to room temperature and concentrated in vacuo. The residue was dissolved in methanol/DCM and preabsorbed onto silica (20 g). This was placed on the top of a silica cartridge (750 g) and eluted with 0-40% methanol in DCM. The product containing fraction was evaporated to give a green foam which was placed into acetic acid (50 ml) and the mixture heated to 100° C. overnight. The mixture was heated for a further 24 h, then cooled to room temperature and water (250 ml) added. A precipitate formed, which was collected by filtration and air dried over the weekend to give the title compound as a pale grey solid (1.8 g).

1. temperaturecooled to room temperature
2. concentrationconcentrated in vacuo
3. dissolutionThe residue was dissolved in methanol/DCM
4. custompreabsorbed onto silica (20 g)
5. washeluted with 0-40% methanol in DCM
6. additionThe product containing fraction
7. customwas evaporated
8. customto give a green foam which
9. temperaturethe mixture heated to 100° C. overnight
10. temperatureThe mixture was heated for a further 24 h
11. temperaturecooled to room temperature
12. customA precipitate formed
13. filtrationwhich was collected by filtration and air
14. customdried over the weekend