反应详情

To 0.1 g (0.21 mmol) 10-azetidin-1-yl-3-iodo-5,6,8,9-tetrahydro-1,4,7,10a-tetraaza-cyclohepta[f]indene-7-carboxylic acid tert-butyl ester in a sealed tube under nitrogen was added 3 mL of dioxane and the mixture was degassed with nitrogen for 3 minutes. 14.7 mg (0.02 mmol) 1,1′-bis-(diphenylphosphino)-ferrocenedichloro palladium (II) was added and the reaction mixture was stirred at room temperature for 30 minutes. 86 μL (0.85 mmol) 2-ethynyl pyridine was added followed by 0.53 mL (3.8 mmol) triethylamine and 4 mg (0.02 mmol) CuI, and the reaction was stirred at 60° C. for 16 hours under nitrogen. The mixture was cooled to room temperature and partitioned between 20 mL EtOAc and 20 mL saturated ammonium chloride. The mixture was extracted with EtOAc (3×10 mL), the organic layers combined, washed with 20 mL brine, and dried with MgSO4. After filtration and evaporation of the solvent the desired product was purified by column chromatography (silica, heptane/EtOAc 9:1 to 3:7).

1. customthe mixture was degassed with nitrogen for 3 minutes
2. stirringthe reaction was stirred at 60° C. for 16 hours under nitrogen
3. temperatureThe mixture was cooled to room temperature
4. custompartitioned between 20 mL EtOAc and 20 mL saturated ammonium chloride
5. extractionThe mixture was extracted with EtOAc (3×10 mL)
6. washwashed with 20 mL brine
7. dry with materialdried with MgSO4
8. filtrationAfter filtration and evaporation of the solvent the desired product
9. customwas purified by column chromatography (silica, heptane/EtOAc 9:1 to 3:7)