Water → HCID 117840702, compound

Participants

Reaction Steps

To a solution of (3-ethyl-1-(2-((1-methyl-H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2-oxopyrrolidin-3-yl)acetic acid (100 mg) obtained in Example 30 and 1-hydroxybenzotriazole ammonium salt (88 mg) in N,N-dimethylformamide (5 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (110 mg), and the mixture was stirred overnight at room temperature. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. To a solution of the residue and pyridine (70 mg) in tetrahydrofuran (5 mL) was added trifluoroacetic anhydride (0.12 mL), and the mixture was stirred at 70° C. for 30 min. The reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), and recrystallized (hexane/ethyl acetate) to give the title compound (17 mg).

Provenance & Evidence