反应详情

温度

110 °C

To a mixture of 1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-9-one (262 mg, 1.24 mmol, obtained in example 133, step 3), potassium carbonate (790 mg, 3.72 mmol) and cuprous iodide (354 mg, 1.86 mmol) was added a solution of 5-bromo-2,2-difluoro-benzo[1,3]dioxole (588 mg, 2.48 mmol) in 5 ml toluene under argon. The solution was then degassed by bubbling argon through the mixture for 2 mins after which N—N′-dimethylethylenediamine (266 uL, 2.48 mmol) was added. The sealed tube was closed and the mixture was heated to 110° C. overnight. The reaction mixture was then cooled to room temperature and filtered through a short pad of Celite® using ethyl acetate to wash the mixture through. The solution was then concentrated in vacuo to give a residue which was purified by flash column chromatography (3:7 ethyl acetate heptane) to give the title compound as white solid (350 mg, 75%). MS (m/e): 368.0 [MH+].

1. customThe solution was then degassed
2. additionwas added
3. customThe sealed tube was closed
4. temperatureThe reaction mixture was then cooled to room temperature
5. filtrationfiltered through a short pad of Celite®
6. washto wash the mixture through
7. concentrationThe solution was then concentrated in vacuo
8. customto give a residue which
9. customwas purified by flash column chromatography (3:7 ethyl acetate heptane)