Lithium Hydroxide → HCID 69652404, compound

Participants

Reaction Steps

Add a solution of LiOH (370 mg, 15.5 mmol) in water (50 mL) to a solution of 5-(9-chloro-3-methyl-4-oxo-5H-isoxazolo[4,3-c]quinolinyl)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (1.5 g, 3.1 mmol) in dioxane (50 mL). Stir 4 H at room temperature and concentrate to dryness. Partition between 20% iPrOH/CHCl3 and water. Acidify to pH 1 with 5N HCl. Extract 2× with 20% iPrO/CHCl3. Wash combined organics with brine, dry over Na2SO4, filter, and concentrate to dryness to afford the title compound (1.43 g, 100%) as a yellow foam as a mixture of cis isomers. MS(IS) 460.4 (M−1); TLC (10% MeOH/CHCl3) Rf=0.31.

Provenance & Evidence