Diisopropylethylamine → HCID 58158592, compound

Participants

Reaction Steps

To a solution of N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (83 mg, 0.255 mmol) and 1-(4-fluorophenyl)-5,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (80 mg, 0.306 mmol) in N,N-dimethylformamide (1 mL) were added N,N-diisopropylethylamine (88 μL, 0.51 mmol) and HATU (116 mg, 0.306 mmol), and the mixture was stirred at room temperature for 6 hr. Ethyl acetate, tetrahydrofuran and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate alone) to give a white solid. The obtained solid was suspended in methyl ethyl ketone, stirred at 80° C. and collected by filtration to give the title compound (90 mg, 62%) as a white solid.

Provenance & Evidence