Diisopropylethylamine → HCID 58158528, compound

Participants

Reaction Steps

A mixture of 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (279 mg, 1.2 mmol), N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (265 mg, 0.81 mmol), HATU (460 mg, 1.2 mmol), N,N-diisopropylethylamine (320 mg, 2.4 mmol) and N,N-dimethylformamide (9 mL) was stirred at room temperature for 18 hr. Ethyl acetate/tetrahydrofuran and saturated aqueous sodium hydrogen carbonate solution were added to the mixture, and the aqueous layer was extracted with ethyl acetate/tetrahydrofuran (×3). The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH silica gel, ethyl acetate/hexane=40/60→100/0) to give the title compound (300 mg, 69%) as a white solid.

Provenance & Evidence