Diisopropylethylamine → HCID 58158466, compound

Participants

Reaction Steps

1-[2-(1-Methylethyl)phenyl]-2-oxo-1,2-dihydropyridine-3-carboxylic acid (100 mg, 0.39 mmol), N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (120 mg, 0.35 mmol) and HATU (170 mg, 0.45 mmol) were suspended in N,N-dimethylformamide (3.0 mL), and N,N-diisopropylethylamine (0.12 mL, 0.71 mmol) was added. After stirring at room temperature overnight, the mixture was diluted with ethyl acetate (5.0 mL) and tetrahydrofuran (5.0 mL). The mixture was washed twice with saturated aqueous sodium hydrogen carbonate solution, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=65/35→85/15). The fractions containing the object product were mixed. The solvent was evaporated under reduced pressure, and a small amount of hexane/ethyl acetate (=2/1) was added. The resulting precipitate was collected by filtration to give the title compound (53 mg, 27%) as a white solid.

Provenance & Evidence