反应详情

A suspension of 1.25 g (2.8 mmol) of [6-chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (example 3), 0.069 g (0.1 mmol) of [rac]-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl, 0.025 g (0.1 mmol) of palladium(II) acetate and 0.40 g (2.9 mmol) of 4-methoxy-benzylamine in 30 ml of toluene was stirred at RT; 1.08 g (3.3 mmol) of cesium carbonate was added and the reaction mixture subsequently heated up to reflux. After 18 hours, it was cooled down to RT, 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 1.25 g (82%) of the title compound as light yellow solid. MS: 553.3 (MH+).

1. temperaturethe reaction mixture subsequently heated up
2. temperatureto reflux
3. temperatureit was cooled down to RT
4. additionpoured
5. extractionextracted twice with EtOAc
6. washthe organic phases were washed with water
7. dry with materialdried over magnesium sulfate
8. filtrationfiltered
9. customevaporated
10. customThe residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 9:1)