反应详情

温度

88 °C

2-(Azetidin-1-yl)ethanol (52 mg, 0.51 mmol) was dissolved in tert-butanol (0.3 mL) and treated with potassium tert-butoxide (51 mg, 0.45 mmol). The mixture was stirred at 88° C. for 5 minutes before adding 7-fluoro-N-(3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide in one portion. The mixture was stirred at 88° C. for 16 hours. The mixture was cooled to ambient temperature and quenched with water (2 mL) followed by vigorous stirring for 2 hours at ambient temperature. The precipitate was isolated by filtration and dried under vacuum to give a pale yellow residue which was triturated with diethyl ether 3 times to give a solid. Purification by Preparative Thin Layer Chromatography (Silica, 20×20, 0.5 mm thickness) eluting with 10% MeOH/DCM with 0.6% ammonium hydroxide gave 7-(2-(azetidin-1-yl)ethoxy)-N-(3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide as a white solid (18 mg). MS (APCI), positive scan, m/z=522.2 (M+1).

1. stirringThe mixture was stirred at 88° C. for 16 hours
2. temperatureThe mixture was cooled to ambient temperature
3. customquenched with water (2 mL)
4. stirringby vigorous stirring for 2 hours at ambient temperature
5. customThe precipitate was isolated by filtration
6. customdried under vacuum
7. customto give a pale yellow residue which
8. customwas triturated with diethyl ether 3 times
9. customto give a solid
10. customPurification by Preparative Thin Layer Chromatography (Silica, 20×20, 0.5 mm thickness)
11. washeluting with 10% MeOH/DCM with 0.6% ammonium hydroxide