反应详情

A mixture of ethyl 2-amino-1-(trans-4-(tert-butyldimethylsilyloxy)cyclohexyl)-1H-benzo[d]imidazole-5-carboxylate (102 mg, 0.000244 mol), 5-bromo-3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole (130 mg, 0.00029 mol), 1,4-dioxane (0.6 mL, 0.007 mol), potassium phosphate (78 mg, 0.00037 mol), xantphos (34 mg, 0.000059 mol) and tris(dibenzylideneacetone)dipalladium(0) (20 mg, 0.00002 mol) was placed in a microwave reaction vessel. The reaction mixture was stirred under nitrogen and the sides were washed down with additional 1,4-dioxane (0.5 mL). The reaction vessel was irradiated under microwave radiation for 60 minutes at 130° C. The reaction mixture was diluted with ethyl acetate and washed with aqueous saturated sodium bicarbonate and then brine. The organic phase was dried over sodium sulfate and concentrated to a brown residue which was purified by combiflash chromatography on a 40 g silica gel cartridge using an initial eluent of 10% ethyl acetate-90% hexanes for 5 minutes then a gradient to 30% ethyl acetate over the next 15 minutes. Concentration of the product fractions gave a yellow oil (99.1 mg).

1. customwas placed in a microwave reaction vessel
2. washthe sides were washed down with additional 1,4-dioxane (0.5 mL)
3. customThe reaction vessel was irradiated under microwave radiation for 60 minutes at 130° C
4. additionThe reaction mixture was diluted with ethyl acetate
5. washwashed with aqueous saturated sodium bicarbonate
6. dry with materialThe organic phase was dried over sodium sulfate
7. concentrationconcentrated to a brown residue which
8. customwas purified by combiflash chromatography on a 40 g silica gel cartridge
9. customfor 5 minutes
10. customover the next 15 minutes