Hydrochloric Acid → HCID 17747132, compound

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Reaction Steps

To a solution of [4-cyano-6-(4-ethoxy-3-trifluoromethyl-phenyl)-imidazo[4,5-c]-pyridin-1-yl]-acetic acid methyl ester (110 mg, 0.27 mmol) in a 1:1 mixture of dimethylformamide (2 ml) and water (2 ml) was added lithium hydroxide (19 mg, 0.81 mmol) dissolved in 200 μL of water. An additional 2 ml of dimethylformamide was added to aid solubility. The mixture was stirred at room temperature for 30 minutes before acidification to pH 1 with 2N HCl solution and filtration. The solid obtained was washed with ether before dissolving in acetone and concentration under reduced pressure to remove residual organic solvents and afford [4-cyano-6-(4-ethoxy-3-trifluoromethyl-phenyl)-imidazo[4,5-c]pyridin-1-yl]-acetic acid (100 mg). 1H NMR (DMSO): δ 8.76 (s, 1H) 8.64 (s, 1H) 8.37 (m, 3H) 7.43 (d, 1H) 5.31 (s, 2H) 4.27 (q, 2H) 1.38 (t, 3H); MS m/z 391.7 (M+1).

Provenance & Evidence