反应详情

温度

70 °C

A mixture of 3-(methylamino)-5-(5-methyl-1H-pyrazol-4-yl)thiophene-2-carboxamide (70 mg, 0.30 mmol), 2-fluorocyclohexanone (105 mg, 0.90 mmol), CSA (7.0 mg, 0.030 mmol), MgSO4 (72 mg, 0.60 mmol) and DMA (1 mL) was stirred at 70° C. for 5.5 h. Then, saturated aqueous NaHCO3 and EtOAc were added to quench the reaction. The organic materials were extracted with EtOAc. The combined extracts were washed with water and brine, dried over Na2SO4 and filtered. After removal of the solvent at reduced pressure, the residue was purified by column chromatography (Purif, silica gel, 80:20 hexane/EtOAc to EtOAc), then crystallized from MeOH/EtOAc/hexane to give the title compound (58 mg, 58%) as a yellow solid:

1. customto quench
2. customthe reaction
3. extractionThe organic materials were extracted with EtOAc
4. washThe combined extracts were washed with water and brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. customAfter removal of the solvent at reduced pressure
8. customthe residue was purified by column chromatography (Purif, silica gel, 80:20 hexane/EtOAc to EtOAc)
9. customcrystallized from MeOH/EtOAc/hexane