反应详情

温度

120 °C

To a solution of methyl 4-[[5-bromo-2-(trifluoromethyl)benzoyl]amino]-3,5-dimethyl-benzoate (0.10 g, 232.44 μmol), tert-butyl-dimethyl-(4-piperidyloxy)silane (55.08 mg, 255.68 μmol, see preparation 3) and Cs2CO3 (227.2 mg, 697.32 μmol) in 1,4-dioxane (2.5 ml) is added Pd2(dba)3 (21.28 mg, 23.24 μmol) followed by 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-Phos) (9.54 mg, 23.24 μmol). The reaction mixture is purged with nitrogen for 5 minutes and then heated at 120° C. After 8 hours, the reaction is cooled to ambient temperature, filtered through Celite™, and washed with EtOAc. The combined filtrates are dried over sodium sulfate, filtered, and concentrated under reduced pressure and purified by flash chromatography (neutral alumina) using of 15%-85% ethyl acetate in hexanes as eluent to afford the title compound as a pale yellow oil (0.10 g, 80%). Mass spectrum (m/z): 565.4 (M+1).

1. customThe reaction mixture is purged with nitrogen for 5 minutes
2. temperaturethe reaction is cooled to ambient temperature
3. filtrationfiltered through Celite™
4. washwashed with EtOAc
5. dry with materialThe combined filtrates are dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. custompurified by flash chromatography (neutral alumina)