Acetic Acid → HCID 52934273, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 7-(3,5-dimethyl-4-isoxazolyl)-6-(methoxy)-N4-[(1R)-1-phenylethyl]-3,4-quinolinediamine (for a preparation see Intermediate 39, 0.2 g, 0.515 mmol) in DCM (10 ml) cooled at 0° C., were added AcOH (0.5 ml) and a solution of sodium nitrite (0.07 g) in water (1 ml). The mixture was stirred at room temperature overnight. The reaction mixture was treated with saturated aqueous Sodium hydrogen carbonate and extracted with DCM. The organic phase was dried over Na2SO4, evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel (DCM/MeOH, 95:5). The solid was triturated in diisopropyl ether to give the title compound as a green powder (0.18 g, 87.5%).

Provenance & Evidence