1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-Cyclopropyl-7-(1,4-diazabicyclo[3.2.1]octan-4-yl)-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid

Participants

Reaction Steps

A mixture of 1.14 g (4 mmol) 1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid, 0.62 g (5.5 mmol) 1,4-diazabicyclo[3.2.1]octane and 0.40 g (4 mmol) 1,8-diazabicyclo[5.4.0]undec-7-ene in 20 ml acetonitrile was refluxed 6.5 hours. After cooling to room temperature the solid product was filtered, suspended in 10 ml hot ethanol, cooled, and filtered to afford 0.55 g of 1-cyclopropyl-7-(1,4-diazabicyclo[3.2.1]octan-4-yl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, mp 280° C. (dec).

Provenance & Evidence