Hydrochloric Acid → (2S)-2-[(3-{(2R)-2-[2-(3-chlorophenyl)-(2R)-2-hydroxyethyl-amino]propyl}-1H-indole-7-carbonyl)amino]-4-methylpentanoic acid

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Reaction Steps

A solution of methyl (2S)-2-[(3-{(2R)-2-[2-(3-chlorophenyl)-(2R)-2-hydroxyethylamino]propyl}-1H-indole-7-carbonyl)amino]-4-methyl-pentanoate.trifluoroacetate (20 mg, 0.0326 mmol) and potassium hydroxide (60 mg, 1.1 mmol) in water (0.5 mL) and methanol (2 mL) is stirred at room temperature for 3 hours. The mixture is acidified with 1N hydrochloric acid, and purified by preparative reversed phase HPLC (octadecylsilyl, trifluoroacetic acid/acetonitrile/water) to give the desired (2S)-2-[(3-{(2R)-2-[2-(3-chlorophenyl)-(2R)-2-hydroxyethyl-amino]propyl}-1H-indole-7-carbonyl)amino]-4-methylpentanoic acid.trifluoroacetate (18 mg, yield: 92%).

Provenance & Evidence