反应详情

To a solution of methyl 3-[(6-chloro-3-methyl-pyridine-2-carbonyl)amino]-2,4-dimethyl-benzoate (315 mg, 946.55 μmoles), 4-methylpiperidin-4-ol (130 mg, 1.13 mmol) and Cs2CO3 (0.9 g, 2.76 mmol) in 1,4-dioxane (7 ml) is added Pd(OAc)2 (25 mg, 89.93 μmoles) followed by racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (56 mg, 89.93 μmoles). The reaction mixture is purged with nitrogen for 5 minutes and then heated to reflux. After 2 hours, the reaction is cooled to ambient temperature and diluted with ammonium chloride and extracted with EtOAc. The combined organic layers are dried over sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue is purified by flash chromatography (silica gel) using 0-100% ethyl acetate in hexane to afford the title compound as a brown solid (0.27 g, 69%). Mass spectrum (m/z): 412.2 (M+1).

1. customThe reaction mixture is purged with nitrogen for 5 minutes
2. temperatureheated to reflux
3. additiondiluted with ammonium chloride
4. extractionextracted with EtOAc
5. dry with materialThe combined organic layers are dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe resulting residue is purified by flash chromatography (silica gel)