Methanesulfonyl chloride → HCID 86592848, compound

Participants

Reaction Steps

Add DMAP (5 mg, cat.) and mesyl chloride (0.2 mL, 2.5 mmol) to a solution of 3-(9-chloro-3-methyl-4-oxo-5H-isoxazolo[4,3-c]quinolin-5-yl)-5-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester (0.95 g, 2.1 mmol) in pyridine (10 mL). Stir overnight at room temperature then concentrate to dryness. Partition between EtOAc, and water. Extract 2× with EtOAc. Wash the combined organics 3× with brine, dry over Na2SO4, filter and concentrate to dryness to afford the title compound (0.87 g, 79%) as a white solid as a mixture of cis isomers. MS(IS) 526.0 (M+); TLC (50% EtOAc/hexanes) Rf=0.65.

Provenance & Evidence