Diisopropylethylamine → HCID 58158543, compound

Participants

Reaction Steps

A solution (5 mL) of N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (196 mg, 0.60 mmol), 6-(3-fluorophenyl)-5-methylpyridine-2-carboxylic acid 1-oxide (178 mg, 0.72 mmol), HATU (273 mg, 0.72 mmol) and N,N-diisopropylethylamine (155 mg, 1.20 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/water to give the title compound (250 mg, 75%) as a white solid.

Provenance & Evidence