Acetic Anhydride → HCID 9908770, compound

Participants

Reaction Steps

1 g (6.3 mmol) of quinoline-5,8-dione, 3.59 g (12.6 mmol) of 4-(2-trifluoroacetamidophenyl)-1-dimethylamino-1-aza-1,3-butadiene and 7.5 mL of acetic anhydride in 175 mL of CH3CN are refluxed for 24 hours. After evaporating off the solvent on a rotary evaporator and purifying by filtration on silica (95/5 CH2Cl2/MeOH), the adduct is obtained. This compound is dissolved in 150 mL of toluene, 6.2 g of Pd/C (10%) are added and the reaction medium is refluxed for 12 hours. After filtering off and washing the residue with MeOH and then with CHCl3, the filtrate is concentrated on a rotary evaporator and then purified by flash chromatography on a column of silica (95/5 CH2Cl2/MeOH) to give 0.125 g of compound CRL 8277 in the form of a yellow powder.

Provenance & Evidence