Hydrochloric Acid → [7a-(4-Cyano-benzyl)-3-(3,5-Dichlorophenyl)-2-oxo-2,3,5,6,7,7a-hexahydro-benzimidazol-3a-yl]-acetic acid

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Reaction Steps

[7a-(4-Cyano-benzyl)-3-(3,5-Dichlorophenyl)-2-oxo-2,3,5,6,7,7a-hexahydro-benzimidazol-3a-yl]-acetic acid ethyl ester (34 mg) (0.07 mmol) and LiOH (3.0 mg) (1.1 eq) in a 1:1 mixture of MeOH/H2O (4 ml) (5 ml) were stirred 4 days. The reaction mixture was acidified with an aqueous solution of HCl 1N, then concentrated. The residue was purified on HPLC to give [7a-(4-Cyano-benzyl)-3-(3,5-Dichlorophenyl)-2-oxo-2,3,5,6,7,7a-hexahydro-benzimidazol-3a-yl]-acetic acid (3.9 mg) as a white solid. 1H NMR (CDCl3): 7.55 (2H, d), 7.25 (2H, d), 7.15 (1H, m), 6.75 (2H, m), 5.0 (1H, m), 4.45 (1H, d), 3.83 (1H, d), 3.05 (1H, d), 2.9 (1H, d), 2.5-2.1 (2H, m), 2.1-1.8 (4H, m).

Provenance & Evidence