Potassium Carbonate → HCID 67234642, compound

Participants

Reaction Steps

3-[1-(4-Carbamoyl-2-methylphenyl)-5-(4-hyroxyphenyl)-1H-pyrrol-2-yl]-propionic acid ethyl ester 16A (synthesized according to the first three steps of Scheme 1, where Ar2=4-hyroxyphenyl, and Ar1=4-carbamoyl-2-methylphenyl) (47 mg, 0.12 mmol) was dissolved in 0.5 mL N,N-dimethylformamide. Potassium carbonate (33 mg, 0.24 mmol) was added. Methyl 2-bromoacetate (0.02 mL, 0.13 mmol) was added. After 18 hrs, the reaction was poured into NH4Cl (sat) and extracted with EtOAc (2×5 mL). The combined organic layers were washed with brine and dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by preparative TLC plate (10% IPA/CH2Cl2). The desired band (RF=0.57) was isolated and dried under high vacuum to yield 3-[1-(4-Carbamoyl-2-methylphenyl)-5-(4-methoxycarbonyl-methyoxyphenyl)-1H-pyrrol-2-yl]-propionic acid ethyl ester (16B) (57 mg, 98%, white powder).

Provenance & Evidence