Sodium Hydroxide → N-(3-cyclopropyl-1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide

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반응 단계

To lithium 7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxylate (130 mg, 0.411 mmol) was added NMP (10 mL). The solution was cooled to 0° C. and 2,4,6-trichlorobenzoyl chloride (65.6 μl, 0.411 mmol) was added dropwise. The cold bath was removed once the addition was complete. The reaction mixture was stirred for 1 hour during which time a cloudy suspension formed. 3-Cyclopropyl-1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-amine (90 mg, 0.305 mmol) was added and the reaction mixture was heated at 88° C. for 11 hours. The mixture was cooled to ambient temperature and NMP was removed by vacuum distillation to give an oily residue. To this was added 10% NaOH aqueous solution (10 mL) and the resulting clear solution was stirred at 80° C. for 30 minutes. The solution was cooled to ambient temperature and extracted with DCM. The combined organic extracts were dried (Na2SO4) and concentrated under reduced pressure and the residue was triturated with Et2O (50 mL). The resulting solids were collected by filtration, washed with Et2O (40 mL) and dried under vacuum to give the final product (125 mg). MS (ES+APCI) m/z=582 (M+H).

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