Hydrochloric Acid → HCID 58305604, compound

Participants

Reaction Steps

3-(1-(4-carbamoyl-2-methylphenyl)-5-(4-hydroxyphenyl)-1H-pyrrol-2-yl)propanoic acid (7A, R1=4-carbamoyl-2-methylphenyl) was prepared according to the methodology shown in Scheme 1, R2=4-hydroxyphenyl, R1=4-carbamoyl-2-methylphenyl. A N,N-dimethylformamide solution of 3-(1-(4-carbamoyl-2-methylphenyl)-5-(4-hydroxyphenyl)-1H-pyrrol-2-yl)propanoic acid (36 mg, 0.1 mmol, 1 ml), potassium carbonate (27 mg, 0.2 mmol) and 2-bromoacetamide (18 mg, 0.12 mmol) was stirred for 18 hrs at ambient temperature, after which time the reaction was diluted with water and the pH adjusted to 2 with 1 M HCl. The aqueous layer was extracted with EtOAc (3×3 mL), dried over N2SO4, filtered and concentrated in vacuo. The residue thus obtained was triturated with hexanes and dried under high vacuum to yield the title compound as a light yellow powder (13 mg).

Provenance & Evidence