Lithium hydroxide, monohydrate → 5-({[(2R,3S,4R,5S)-4-(4-Chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyridine-2-carboxylic acid

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Reaction Steps

In a manner similar to the method described in Example 380, chiral 5-({[(2R,3S,4R,5S)-4-(4-Chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyridine-2-carboxylic acid methyl ester (24.9 mg, 0.0405 mmol) in THF (3 ml) was treated with lithium hydroxide hydrate (12.0 mg, 0.286 mmol) in water (1.5 mL). It was stirred at room temperature to give chiral 5-({[(2R,3S,4R,5S)-4-(4-Chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyridine-2-carboxylic acid as a white lyophilized solid (25.4 mg, 100). RMS (ES+) m/z Calcd C30H28Cl2F2N4O3+H [(M+H):601.1580. Found: 601.1579.

Provenance & Evidence