反应详情

To a solution of 3-{1-(1,3-benzodioxol-5-yl)-2[(2-methoxy-4-methylphenyl)sulfonamido]-2-oxoethyl}-5-bromo-1-methyl-1H-indole (from Example 79, 300 mg, 0.534 mmol) in 1,4-dioxane (1.5 ml) under a nitrogen atmosphere was added hydroxymethyltributylstannane (253 mg, 0.79 mmol), followed by tetrakis(triphenylphosphine)palladium(0) (30 mg). The mixture was heated to reflux for 8 hours, and then cooled. Sodium hydroxide solution (1M) was added and the mixture boiled to dissolve the product. The solution was decanted clear of an insoluble tar residue, and washed with diethyl ether. After acidification with concentrated hydrochloric acid, the aqueous mixture was extracted with ethyl acetate. The organic extract was dried (magnesium sulphate) and the solvents were evaporated in vacuo. The residue was flash chromatographed using 2% methanol in dichloromethane as eluant to give the title compound (35 mg).

1. temperatureThe mixture was heated
2. temperatureto reflux for 8 hours
3. temperaturecooled
4. dissolutionto dissolve the product
5. customThe solution was decanted clear of an insoluble tar residue
6. washwashed with diethyl ether
7. extractionAfter acidification with concentrated hydrochloric acid, the aqueous mixture was extracted with ethyl acetate
8. extractionThe organic extract
9. dry with materialwas dried (magnesium sulphate)
10. customthe solvents were evaporated in vacuo
11. customchromatographed