Boron tribromide → HCID 86732837, compound

Participants

Reaction Steps

To a solution of 5-chloro-1-cyclopropyl-6-hydroxy-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (8.5 g, 27.4 mmol) in Dichloromethane (DCM) (100 mL) was added BBr3 (6.49 mL, 68.6 mmol) at −78° C. The mixture was allowed to warm up to rt. and stirred at rt overnight. LCMS indicated completion of the reaction. The mixture was diluted with MeOH and concentrated to dryness. This procedure was repeated several times to afford 5-chloro-1-cyclopropyl-6,7-dihydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (7.8 g, 26.4 mmol, 96% yield) as yellow solid. LCMS: [M+H]+: 296.1.

Provenance & Evidence