Diisopropylethylamine → HCID 58158470, compound

Participants

Reaction Steps

To a solution of N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (400 mg, 1.23 mmol) in N,N-dimethylacetamide (4.0 mL) were added 1-(phenylcarbamoyl)cyclopropanecarboxylic acid (352 mg, 1.72 mmol), HATU (699 mg, 1.84 mmol) and N,N-diisopropylethylamine (320 μL, 1.84 mmol), and the mixture was stirred at room temperature for 3 hr. Water and saturated aqueous sodium hydrogen carbonate were added to the reaction mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran. The organic layer was washed with 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 (hexane/ethyl acetate=40/60→0/100). The obtained powder was recrystallized from methyl ethyl ketone/water (=20/1) to give the title compound (294 mg, 47%) as white crystals.

Provenance & Evidence