Water → Ethyl 5-benzylamino-6,7-difluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate

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Reaction Conditions

Reaction Steps

A suspension of 5,6,7-trifluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate (95.0 mg, 0.267 mmol), benzylamine (0.032 mL, 0.292 mmol) and triethylamine (0.11 mL, 0.789 mmol) in toluene (2 mL) was heated at 100° C. for 2 h. The reaction mixture was poured into water and the whole mixture was extracted with CHCl3 two times. The combined extracts was dried over anhydrous Na2SO4, filtered, and then concentrated in vacuo. Flash chromatography of the residue (hexane: EtOAc=1:1) gave ethyl 5-benzylamino-6,7-difluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate (117 mg, 99%) as a pale yellow powder.

Provenance & Evidence