Potassium tert-butoxide → 2-Phenyl-ethenesulfonic acid {6-[2-(4-bromo-phenoxy)-ethoxy]-5-p-tolyl-pyrimidin-4-yl}-amide

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Reaction Steps

Ethyleneglycol-mono-(4-bromo-phenyl)-ether (112 mg) was dissolved in 1,2-dimethoxyethane (5 ml) and potassium tert.-butoxide (50 mg) was added and stirring continued for 1 h, followed by the addition of 2-phenyl-ethenesulfonic acid [6-chloro-5-p-tolyl-pyrimidin-4-yl]-amide (100 mg) and stirring was continued at 80° C. for 24 h. The reaction mixture was evaporated to dryness, water (20 ml) was added followed by acidification with 10% citiric acid and extraction with ethyl acetate (2×, 20 ml). The combined organic layers were dried over sodium sulfate and the solvent was evaporated. The crude product was recrystallized from 2-propanol and 2-phenyl-ethenesulfonic acid {6-[2-(4-bromo-phenoxy)-ethoxy]-5-p-tolyl-pyrimidin-4-yl}-amide (90 mg) was obtained as a white powder; tR=6.12 (LC); [M−H]+=565.75 (ES−).

Provenance & Evidence