反应详情

温度

100 °C

Combine 2-(4-chloro-phenyl)-6H-thieno[2,3-c]pyridin-7-one (0.15 g, 0.57 mmol), (4-bromo-phenyl)-(1-methyl-pyrrolidin-3-yl)-methanone (0.16 g, 0.60 mmol), Cs2CO3 (0.37 g, 1.15 mmol), 1,4-dioxane (6 mL), and CuI (0.044 g, 0.23 mmol). Purge the mixture with nitrogen for 10 min. Add sym-dimethylethylene diamine (0.040 g, 0.46 mmol). Heat the mixture at 100° C. overnight. Cool the mixture to RT, dilute with CH2Cl2 (200 mL), and wash with a solution of 5% NH4OH/H2O (2×30 mL). Dry the organic layer over Na2SO4, filter, and concentrate. Filter the crude with H2O (200 mL) and Et2O (100 mL). Prepare the HCl salt by dissolving the solid in CH2Cl2 and adding 1 eq 1M HCl/ether. Allow the solution to stir for 15 min and concentrate to give 0.21 g (77%) of the title compound. LC-MS/ES m/z (35Cl) 449.0 [M+H]+.

1. customPurge the mixture with nitrogen for 10 min
2. temperatureCool the mixture to RT
3. washwash with a solution of 5% NH4OH/H2O (2×30 mL)
4. dry with materialDry the organic layer over Na2SO4
5. filtrationfilter
6. concentrationconcentrate
7. filtrationFilter the crude with H2O (200 mL) and Et2O (100 mL)
8. customPrepare the HCl salt
9. concentrationconcentrate