3-Fluorobenzylamine → HCID 178467384, compound

Participants

Reaction Conditions

Reaction Steps

1.5 ml (3.0 mmol, 2M in toluene)trimethylaluminium and 350 μl (3.0 mmol) 3-fluorobenzylamine were added consecutively at RT to a solution of 500 mg (1.5 mmol) 2-ethoxy-4-hydroxy-7-(trifluoromethyl)quinoline-3-carboxylic acid ethyl ester in toluene (10 ml). The RS was subsequently heated to 80° C. for 4 h. The mixture was subsequently diluted with water and extracted with EtOAc. The organic phase was washed with water and brine, dried over Na2SO4 and concentrated in a vacuum. After CC (EtOAc/hexane 1:9) of the residue, 250 mg (0.6 mmol, 41%) 2-ethoxy-N-(3-fluorobenzyl)-4-hydroxy-7-(trifluoromethyl)quinoline-3-carboxylic acid amide was obtained.

Provenance & Evidence