Ethanol → 3-[3-bromo-2-(2-carboxyphenyl)-2H-indazol-5-yl]methyl-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine

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Reaction Steps

Ethanol (1.2 ml), water (0.3 ml), and sodium hydroxide (34 mg, 0.840 mmol) were added to 3-[3-bromo-2-(2-ethoxycarbonylphenyl)-2H-indazol-5-yl]methyl-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine (0.149 mg, 0.280 mmol) obtained from two batches of Example 19, and the mixture was stirred at room temperature for 15.5 hours. After concentration, it was partitioned by water (2.5 ml) and ether (5 ml). Conc. hydrochloric acid was dropwise added to the water layer while stirring so as to adjust its pH to 5. The resultant solid was filtered off, washed twice with water (1 ml), and dried overnight at 37° C. to give 84 mg of 3-[3-bromo-2-(2-carboxyphenyl)-2H-indazol-5-yl]methyl-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine.

Provenance & Evidence