반응 #531818
ord-cc9345925d1249abb23c8341bead0fc5
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후처리
- 1온도The reaction mixture was heated
- 2온도at reflux for 4.5 hours
- 3기타Thin layer chromatography on silica gel confirmed completion of the reaction
- 4여과filtered through Celite®
- 5세척by washing three times with 10% aqueous sodium bicarbonate solution
- 6추출The organic extract
- 7건조was dried (MgSO4)
- 8농축concentrated under reduced pressure
- 9기타the residual solid was purified by chromatography on silica gel
실험 절차
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.