Hydrochloric Acid → HCID 57731641, compound

Participants

Reaction Steps

320 mg (0.57 mmol) of 3-chloro-2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester was dissolved in 20 mL of hot ethanol. 5 mL (14 mmol) of 7 M aqueous sodium hydroxide was added and the mixture was left at ambient temperature for 15 h. The resulting solution was acidified to pH 1 by addition of concentrated aqueous hydrochloric acid. The resulting precipitate was filtered off and dried by suction to afford 232 mg (0.59 mmol, 103%) of 3-chloro-2-hydroxy-5-[3-(2-methoxy-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid as a yellow solid. 1H NMR (500 MHz, DMSO-d6) δ 12.08 (s, 1H), 8.45 (d, 1H), 8.21 (d, 1H), 8.11 (d, 1H), 8.03 (d, 1H), 7.77 (d, 1H), 7.62 (dd, 1H), 7.31 (t, 1H), 7.15 (d, 1H), 7.07 (t, 1H), 3.83 (s, 3H). MS: m/z 395.0 (M+H+).

Provenance & Evidence