Tetrahydrofuran → HCID 69210344, Verbindung

Beteiligte Stoffe

Reaktionsschritte

A mixture of (2E)-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]acrylic acid (600 mg), oxalyl chloride (260 μL), tetrahydrofuran (10 mL) and N,N-dimethylformamide (2 drops) was stirred at room temperature for 3 hrs. The reaction mixture was concentrated and diluted with N,N-dimethylacetamide (10 mL). Ethyl 4-aminobenzoate (482 mg) was added and the mixture was stirred at room temperature for 3 hrs. The reaction mixture was poured into a 0.1N aqueous hydrochloric acid solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium hydrogen carbonate, and then with saturated brine, dried (MgSO4) and concentrated. The obtained solid was recrystallized from acetone-hexane to give ethyl 4-({(2E)-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]prop-2-enoyl}amino)benzoate (810 mg, yield 84%) as colorless needle crystals. melting point: 202-203° C.

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