Citric Acid → {3-[5-(5-Chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-4-oxo-1,4,5,6-tetrahydro-pyrrolo[3,4-b]pyrrol-2-yl]-4-methoxy-phenyl}-acetic acid

Participants

Reaction Steps

A mixture of {3-[5-(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-4-oxo-1,4,5,6-tetrahydro-pyrrolo[3,4-b]pyrrol-2-yl]-4-methoxy-phenyl}-acetic acid ethyl ester (Step 118.1) (0.338 mmol) and LiOH (0.675 mmol) in MeOH (1.6 mL) and H2O (0.4 mL) was stirred at rt. After 4 h, the reaction mixture was acidified to pH 4 with 10% aqueous citric acid and extracted with EtOAc (2×). The combined organic phases were dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep® silica gel column to afford the title compound as a white solid. tR: 6.18 min (HPLC 2); ESI-MS: tR=0.98 min, [M]+ 580/582/584 (LC-MS 1); TLC: Rf=0.24 (9:1 CH2Cl2/MeOH).

Provenance & Evidence