Hydrochloric Acid → (S)-2-(4-(Pyrrolidin-3-ylamino)quinolin-2-yl)phenol

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Reaction Steps

(S)-tert-butyl 3-(2-(2-hydroxyphenyl)quinolin-4-ylamino)pyrrolidine-1-carboxylate (0.050 g, 0.123 mmol) was dissolved in methanol (2 mL) and 4 M HCl in dioxane (5 mL) was added. After stirring for 12 hours, the solution was concentrated and purified by ion exchange chromatography on SCX-2 Isolute acidic resin (2 g), eluting with methanol and then 1 M ammonia in methanol. Further purification by preparative thin layer chromatography, eluting with 20% methanol in dichloromethane, gave the title compound as a solid (0.020 g, 53%).

Provenance & Evidence