反应详情

温度

75 °C

To 7-(ethoxycarbonyl) imidazo[1,2-a]pyridine-3-carboxylic acid hydrochloride (501 mg, 1.85 mmol) in NMP (10 mL) was added triethylamine (468 mg, 4.63 mmol). The suspension turned into a clear solution. 2,4,6-trichlorobenzoyl chloride (474 mg, 1.94 mmol) was added dropwise to the reaction mixture. A milky suspension resulted after 10 minutes. The mixture was stirred for another 30 minutes. 3-Ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amine (444 mg, 1.67 mmol) was added in one portion to the reaction mixture. The mixture was sealed and heated to 75° C. for 3 hours. The mixture was cooled to ambient temperature and concentrated under reduced pressure to remove NMP. The residue was diluted with EtOAc/H2O (20 mL/10 mL). The organic phase was washed with H2O (5 mL) and brine (5 mL), dried (Na2SO4), and concentrated. Silica gel chromatography (EtOAc/Hexane 5:1 to 10:1) provided the final product (665 mg). MS (ES+APCI) m/z=483 (M+H).

1. customA milky suspension resulted after 10 minutes
2. customThe mixture was sealed
3. temperatureThe mixture was cooled to ambient temperature
4. concentrationconcentrated under reduced pressure
5. customto remove NMP
6. additionThe residue was diluted with EtOAc/H2O (20 mL/10 mL)
7. washThe organic phase was washed with H2O (5 mL) and brine (5 mL)
8. dry with materialdried (Na2SO4)
9. concentrationconcentrated