Triethylamine → HCID 58305643, compound

Participants

Reaction Steps

Under nitrogen atmosphere, 3-[1-(4-carbamoyl-2-methyl-phenyl)-5-(amino-phenyl)-1H-pyrrole-2-yl]-propionic acid ethyl ester (11A, synthesis described in Scheme 4 where R1=4-carbamoyl-2-methylphenyl) (51 mg, 0.13 mmol) was dissolved in 1 mL anhydrous THF. Triethylamine (0.04 mL, 0.26 mmol) and then methane sulfonylchloride (0.01 mL, 0.13 mmol) were added. After 18 hrs, 0.01 mL methane sulfonylchloride was added to push the reaction to completion. After another 18 hrs, the reaction was diluted with water and extracted with EtOAc (3×5 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by preparative TLC plate (5% MeOH/CH2Cl2). 14B, ethyl 3-(1-(4-carbamoyl-2-methylphenyl)-5-(4-(methylsulfonamido)phenyl)-1H-pyrrol-2-yl)propanoate was isolated, rf=0.17 (28 mg, 50%).

Provenance & Evidence