Hydrochloric Acid → HCID 68694688, compound

Participants

Reaction Conditions

Reaction Steps

2-tert-Butoxycarbonylamino-5-[3-(1H-indol-7-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester (605 mg, 0.95 mmol) was suspended in methanol (10 mL), potassium hydroxide (50% w/v in water, 2 mL) was added and the resulting suspension was heated to 40° C. for 1 hour. Hydrochloric acid (1 N) was added to adjust the pH to 6. The mixture was extracted with ethyl acetate (10 mL×4). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was triturated with hexane to afford 2-tert-butoxycarbonylamino-5-[3-(1H-indol-7-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid as a pale yellow powder (308 mg, 69%). MS: m/z 469 (M+H+).

Provenance & Evidence