تفاعل #531818
ord-cc9345925d1249abb23c8341bead0fc5
معادلة التفاعل
المتفاعلات
الكواشف
المذيبات
ظروف التفاعل
المعالجة
- 1درجة الحرارةThe reaction mixture was heated
- 2درجة الحرارةat reflux for 4.5 hours
- 3أخرىThin layer chromatography on silica gel confirmed completion of the reaction
- 4ترشيحfiltered through Celite®
- 5غسيلby washing three times with 10% aqueous sodium bicarbonate solution
- 6استخلاصThe organic extract
- 7تجفيفwas dried (MgSO4)
- 8تركيزconcentrated under reduced pressure
- 9أخرىthe residual solid was purified by chromatography on silica gel
الإجراء التجريبي
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.