反应详情

温度

125 °C

A mixture of 2,5-dimethyl-4-(1,4-dioxaspiro[4.5]decan-8-yl)aniline (86 mg, 0.33 mmol) and 2,5-dichloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine (104 mg, 0.43 mmol) in iPrOH (3 mL) was treated with HCl (82 μL, 4N in dioxane, 0.33 mmol) and heated to 125° C. in a sealed tube for 14 h. After cooling down to room temperature, the mixture was concentrated and was treated with acetone (2 mL) and HCl (330 μL, 4N in dioxane) at room temperature for 5 h. The mixture was then treated with saturated NaHCO3 aqueous solution (10 mL) and extracted with EtOAc (3×10 mL). The organic layers were combined, concentrated and purified by flash column chromatography (silica gel, 0%-100% EtOAc in hexanes gradient) to provide 4-(4-(5-chloro-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidin-2-ylamino)-2,5-dimethylphenyl)cyclohexanone as white solid; ESMS m/z 425.2 (M+H+).

1. temperatureAfter cooling down to room temperature
2. concentrationthe mixture was concentrated
3. additionwas treated with acetone (2 mL) and HCl (330 μL, 4N in dioxane) at room temperature for 5 h
4. additionThe mixture was then treated with saturated NaHCO3 aqueous solution (10 mL)
5. extractionextracted with EtOAc (3×10 mL)
6. concentrationconcentrated
7. custompurified by flash column chromatography (silica gel, 0%-100% EtOAc in hexanes gradient)