Lithium hydroxide, monohydrate → HCID 71208481, compound

Participants

Reaction Conditions

Reaction Steps

A solution of methyl 4-((7-chloro-4-oxo-1-phenyl-1,4-dihydroquinolin-3-yl)methylcarbamoyl)benzoate (128 mg, 0.286 mmol) in tetrahydrofuran (2.3 mL) at 25° C. was treated with a solution of lithium hydroxide monohydrate (24.0 mg, 0.573 mmol) in water (573 μL). The reaction was stirred at 25° C. for 24 hr. At this time, LC/MS indicated complete conversion to the desired acid. The reaction was diluted with water (30 mL) and was extracted with methylene chloride (1×50 mL). The aqueous layer was then acidified with a 1N aqueous hydrochloric acid solution, and then extracted with 90:10 methylene chloride-methanol (3×40 mL). The organic phase was dried over sodium sulfate, filtered, and concentrated in vacuo to give the intermediate 4-((7-chloro-4-oxo-1-phenyl-1,4-dihydroquinolin-3-yl)methylcarbamoyl)benzoic acid (55.1 mg, 44%).

Provenance & Evidence