反应详情

To a solution of 1-[(6-chloropyridin-3-yl)methyl]-4-propylpyrrolidin-2-one 228 (100 mg, 0.396 mmol, 1 eq), benzylamine (65 μl, 0.61 mmol, 1.6 eq) and potassium carbonate (274 mg, 1.98 mmol, 5 eq) is added a stirred solution of Pd2(dba)3 (Tris(dibenzylideneacetone)dipalladium(0), 18 mg, 0.02 mol, 0.05 eq) and BINAP (13 mg, 0.02 mol, 0.05 eq) in 2 ml of 1,4-dioxane. The mixture is heated at reflux for 36 h, filtered and concentrated. The crude product is dissolved in water and extracted three times with CH2Cl2. The organic phase is dried over MgSO4, filtered and evaporated to dryness. The crude is purified by chromatography on silicagel (CH2Cl2/MeOH/NH4OH: 97/3/0.3 (v/v/v)) to afford 14 mg of 1-{[6-(benzylamino)pyridin-3-yl]methyl}-4-propylpyrrolidin-2-one 229.

1. temperatureThe mixture is heated
2. temperatureat reflux for 36 h
3. filtrationfiltered
4. concentrationconcentrated
5. dissolutionThe crude product is dissolved in water
6. extractionextracted three times with CH2Cl2
7. dry with materialThe organic phase is dried over MgSO4
8. filtrationfiltered
9. customevaporated to dryness
10. customThe crude is purified by chromatography on silicagel (CH2Cl2/MeOH/NH4OH: 97/3/0.3 (v/v/v))