Boron tribromide → HCID 56847213, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 800 mg (1.83 mmol) N-[(3-fluorophenyl)-methyl]-1-(2-methoxy-ethyl)-4-methyl-2-oxo-7-(trifluoromethyl)-1H-quinoline-3-carboxylic acid amide (example 4) in DCM (30 ml) was added 0.26 ml (2.7 mmol) tribromoborane at −78° C. The reaction mixture was stirred at 0° C. for 2 h. Then the reaction mixture was cooled to −78° C. and quenched with a sat. NaHCO3 sol. The reaction mixture was diluted with DCM (20 ml) and washed with a sat. NaHCO3 sol. (20 ml), brine (20 ml), and water (20 ml), dried over Na2SO4 and concentrated in vacuum. After CC (EtOAc/hexane 1:4) of the residue, 750 mg (1.77 mmol, 97%) N-[(3-Fluorophenyl)-methyl]-1-(2-hydroxy-ethyl)-4-methyl-2-oxo-7-(trifluoromethyl)-1H-quinoline-3-carboxylic acid amide (example 38) were obtained. MS: m/z 423.1 [M+H]+.

Provenance & Evidence