Ammonium Chloride → HCID 86723887, compound

Participants

Reaction Steps

A solution of 3-[5-[1-(4-cyanophenyl)1H-pyrazol-5-yl]-3,6-dimethyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)yl]phenylacetic acid (prepared in Example 103), benzotriazol-1-yl-oxytripyrrolidine phosphonium hexafluorophosphate (30.8 mg), 1-hydroxy-7-azabenzotriazole (8.6 mg) and N,N-diethylisopropylamine (76 μl) in N,N-dimethy formamide (0.7 ml) was stirred at room temperature for thirty minutes. Thereto was added ammonium chloride (15.7 mg) and the resulting mixture was stirred at room temperature for twenty-two hours, and to the reaction mixture was added ethyl acetate (30 ml) and the resulting mixture was washed with 1M hydrochloric acid (10 ml) and saturated saline (10 ml), dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol) to afford 3-(5-(1-(4-cyanophenyl)-1H-pyrazol-5-yl)-3,6-dimethyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)benzamide (18.0 mg).

Provenance & Evidence