反应详情

To a suspension of 0.55 g (1.00 mmol) of [2-(3-hexyl-phenyl)-5-iodo-3-methyl-3H-imidazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (example 2), 0.057 g (0.3 mmol) of copper(I) iodide, 0.117 g (0.1 mmol) of tetrakis-(triphenylphosphine)-palladium and 1.134 g (3.00 mmol) of tetrabutylammoniumiodide in 10 ml of DMF were added 2.027 ml=1.471 g (14.5 mmol) of Et3N. After stirring at RT for 30 min, 0.57 ml=0.394 g (4.0 mmol) of trimethylsilylacetylene were added and the reaction was heated up to 70° C. for 1 hour and subsequently cooled down to RT. The reaction mixture was then poured into crashed ice and extracted twice with EtOAc; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 9:1) to give 0.52 (100%) of the title compound as brown oil. MS: 519.4 (MH+).

1. temperaturethe reaction was heated up to 70° C. for 1 hour
2. temperaturesubsequently cooled down to RT
3. additionThe reaction mixture was then poured
4. extractionextracted twice with EtOAc
5. washthe organic phases were washed with water
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. customevaporated
9. customThe residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 9:1)