Acetic Acid → 2-(6-(5-Methyl-3-oxo-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-1H-indol-1-yl)acetic acid

Participants

Reaction Conditions

Reaction Steps

NaH (2.0 equiv., 60% in mineral oil) was suspended at 0° C. in THF (6 ml). A solution of tert-butyl 2-((1-(2-tert-butoxy-2-oxoethyl)-1H-indol-6-ylamino)methyl)-5-methyl-1H-pyrrole-1-carboxylate (0.797 mmol, 1.0 equiv.) in THF (2 ml) was added, and the mixture was stirred for 14 h at 25° C. The reaction mixture was hydrolysed with water (50 ml) and diluted with ethyl acetate (100 ml). The aqueous phase was adjusted to an acidic pH value with acetic acid and extracted with ethyl acetate (2×50 ml). The combined organic phases were dried over Na2SO4 and concentrated under reduced pressure. The product was crystallized from the residue with hexane. Yield: 81%

Provenance & Evidence