3-Fluorobenzylamine → HCID 56847142, compound

Participants

Reaction Steps

349 mg (0.9 mmol) HATU, 550 μl (3.1 mmol) DIPEA and 90 μl (0.8 mmol) 3-fluoro-benzylamine were added to a solution of 250 mg (0.8 mmol) 1-butyl-4-methyl-2-oxo-7-(trifluoromethyl)-1H-quinoline-3-carboxylic acid in DMF (3 ml) at RT and stirring was continued for 3 h. The RS was then diluted with water (20 ml) and extracted with EtOAc (3×30 ml). The combined organic layers were washed with water and brine, dried over Na2SO4 and concentrated in vacuo. After CC (EtOAc/hexane 1:4) of the residue, 180 mg (0.4 mmol, 54%) 1-butyl-N-[(3-fluorophenyl)-methyl]-4-methyl-2-oxo-7-(trifluoromethyl)-1H-quinoline-3-carboxylic acid amide (example 2) was obtained. MS: m/z 435.2 [M+H]+.

Provenance & Evidence