反应详情

温度

90 °C

A mixture of 0.480 g of N,N-dimethyl-4-bromo-2-trifluormethylbenzenesulfonamide, 0.42 g of bis-(pinacolato)-diboron, 0.025 g of 1,1″-bis-(diphenylphosphino)-ferrocene, 0.033 g of [1,1′-bis(diphenylphosphino)-ferrocene]palladium-dichloride (complex with CH2Cl2), 0.442 g of potassium acetate in 6 ml of degassed dioxane are heated to 90° C. in a sealed tube under N2 for 17 hours. To the resulting mixture 5 ml of degassed dioxane, 0.371 g of 2-[2-(4-methoxypyridin-2-yl)ethyl]-6-iodo-3H-imidazo[4,5-b]pyridine (starting material A1), 0.113 g of tetrakis(triphenylphosphine)-palladium(0) and a solution of 0.27 g of potassium carbonate and 0.083 g of lithium chloride in 5 ml of degassed water are added under N2. The tube is sealed again, the mixture is heated to 120° under N2 for 7 hours and, after cooling, addition of water and adjusting the pH to 7, it is extracted three times with dichloromethane. The combined organic phases are dried over sodium sulfate, concentrated and the residue is chromatographed on a silica gel column (dichloromethane/methanol 30-25:1). Concentration of the chromatographically pure fractions and crystallisation (twice) from ethylacetate gives 0.31 g of the title compound as a solid of m.p. 189-190° C. The mass spectrum shows the molecular peak MH+ at 506.2 Da.

1. customThe tube is sealed again
2. temperaturethe mixture is heated to 120° under N2 for 7 hours
3. temperatureafter cooling
4. extractionis extracted three times with dichloromethane
5. dry with materialThe combined organic phases are dried over sodium sulfate
6. concentrationconcentrated
7. customthe residue is chromatographed on a silica gel column (dichloromethane/methanol 30-25:1)
8. customConcentration of the chromatographically pure fractions and crystallisation (twice) from ethylacetate