反応 #531818
ord-cc9345925d1249abb23c8341bead0fc5
反応方程式
反応物
反応条件
後処理
- 1温度The reaction mixture was heated
- 2温度at reflux for 4.5 hours
- 3その他Thin layer chromatography on silica gel confirmed completion of the reaction
- 4ろ過filtered through Celite®
- 5洗浄by washing three times with 10% aqueous sodium bicarbonate solution
- 6抽出The organic extract
- 7乾燥was dried (MgSO4)
- 8濃縮concentrated under reduced pressure
- 9その他the residual solid was purified by chromatography on silica gel
実験手順
To a solution of 1-(3-chloro-2-pyridinyl)-N-[4-iodo-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide (i.e. the diamide product of Step A) (410 mg, 0.72 mmol) in tetrahydrofuran (8 mL) was added copper(I) iodide (24 mg, 0.126 mmol), tetrakis(triphenyphosphine)palladium(0) (70 mg, 0.060 mmol) and copper(I) cyanide (640 mg, 7.2 mmol) sequentially at room temperature. The reaction mixture was heated at reflux for 4.5 hours. Thin layer chromatography on silica gel confirmed completion of the reaction. The reaction mixture was then diluted with ethyl acetate (20 mL) and filtered through Celite®, followed by washing three times with 10% aqueous sodium bicarbonate solution and once with brine. The organic extract was dried (MgSO4) and concentrated under reduced pressure and the residual solid was purified by chromatography on silica gel to afford 114 mg of the title compound, a compound of the present invention, as a white solid, melting at 214-216° C.