反应详情

温度

100 °C

Combine 2-(4-chloro-phenyl)-6H-thieno[2,3-c]pyridin-7-one (0.2575 g, 0.98 mmol), [(S)-1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-yl]-dimethyl-amine (Goodfellow, V.; et. al. US 2005012853) (0.3184 g, 1.18 mmol), and Cs2CO3 (0.64 g, 1.96 mmol) in dioxane (25 mL). Degass the suspension by purging with nitrogen for 5 min. Add CuI (37 mg, 0.20 mmol) and N,N′-dimethylethylenediamine (35 mg). Stir the reaction mixture at 100° C. overnight. Cool to RT and dilute with EtOAc (100 mL). Wash with a solution of H2O/NH3.H2O (2×30 mL/2 mL). Dry the organic layer over Na2SO4, filter and concentrate. Purify the crude material by chromatography by eluting with 2% NH3.H2O, 50% CH3OH/EtOAc to provide 0.258 g. Dissolve the material in CH2Cl2 (5 mL) and treat with 1.0 M HCl in EtOH (0.57 mL) to provide 0.278 g (58%) of the title compound. LC-MS/ES m/z (35Cl) 451.2 (M+H)+.

1. customDegass the suspension
2. customby purging with nitrogen for 5 min
3. temperatureCool to RT
4. washWash with a solution of H2O/NH3.H2O (2×30 mL/2 mL)
5. dry with materialDry the organic layer over Na2SO4
6. filtrationfilter
7. concentrationconcentrate
8. customPurify the crude material by chromatography
9. washby eluting with 2% NH3.H2O, 50% CH3OH/EtOAc
10. customto provide 0.258 g