Diisopropylethylamine → HCID 58158585, compound

Participants

Reaction Steps

A solution (5 mL) of N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (131 mg, 0.40 mmol), 1-(4-fluoro-3-methylphenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (125 mg, 0.48 mmol), HATU (183 mg, 0.48 mmol) and N,N-diisopropylethylamine (103 mg, 0.80 mmol) in N,N-dimethylformamide was stirred at room temperature for 5 hr. The reaction solution was divided into two layers with tetrahydrofuran and sodium hydrogen carbonate saturated aqueous solution and the aqueous layer was subjected to extraction (3 times) with ethyl acetate. The combined organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (basic silica) and recrystallized from ethanol to give the title compound (100 mg, 44%) as a white solid.

Provenance & Evidence