反应详情

A mixture of 0.722 g 4-chloro-2-diisopropylaminomethyleneamino-5-iodopyrimidine, 3.5 mL triethylamine, 0.025 g copper iodide, 0.037 g dichlorobis(triphenyl)phosphine palladium II and 0.289 g 1-chloro-4-ethynylbenzene was stirred under nitrogen at room temperature for 18 hours. The dark brown mixture was evaporated in vacuo at a bath temperature of 30–35° C. The beige residue was partitioned between dichloromethane and water. The organic phase was washed twice with water, dried over sodium sulfate, filtered and evaporated to yield 1.0 g of a caramel colored film. The residue was dissolved in 1:1 dichloromethane/hexanes and purified by column chromatography on silica gel, eluting successively with 1:1 dichloromethane/hexanes, dichloromethane and ethyl acetate. The product was recovered from the latter two eluates by evaporation to yield 0.7 g of 4-chloro-5-(4-chlorophenylethynyl)-2-diisopropylaminomethyleneaminopyrimidine.

1. customThe dark brown mixture was evaporated in vacuo at a bath temperature of 30–35° C
2. customThe beige residue was partitioned between dichloromethane and water
3. washThe organic phase was washed twice with water
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. customevaporated
7. customto yield 1.0 g of a caramel colored film
8. custompurified by column chromatography on silica gel
9. washeluting successively with 1:1 dichloromethane/hexanes, dichloromethane and ethyl acetate
10. customThe product was recovered from the latter two eluates by evaporation