Dimethylformamide → N-acetyl-N-(7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-3-cyano-1,2-dihydro-1-methyl-2-oxo-1,8-naphthyridin-4-yl)acetamide

Participants

Reaction Steps

To the product of EXAMPLE 98 (43 mg) in DMF (0.5 mL) and THF (1 mL) was added acetyl chloride (65 μL) and triethylamine (0.13 mL). The reaction stirred about 4 hours at room temperature before it was diluted with EtOAc. The solution was washed with saturated aqueous NaHCO3 and brine. The solution was dried (Na2SO4) and concentrated. The residue was purified by flash chromatography on silica gel gradient eluted with 0-85% EtOAc in hexane affording N-acetyl-N-(7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-3-cyano-1,2-dihydro-1-methyl-2-oxo-1,8-naphthyridin-4-yl)acetamide which was subjected to the conditions of EXAMPLE 65 to afford the title compound. HPLC/MS: 496.8 (M+1), 498.8 (M+3); Rt=3.94 min.

Provenance & Evidence