HCID 59436026, compound → HCID 59435994, compound

Participants

Reaction Steps

To a solution of 5-[(4-acetyl-2,6-dichlorophenyl)amino]-9-bromobenzo[c]-2,6-naphthyridin-1(2H)-one (Examples 94 and 95, Step 2) (109 mg, 0.23 mmol) in THF (3 mL) at −10° C. under nitrogen atmosphere was added methyl magnesium bromide (0.61 mL, 3.0 M in THF/toluene). The reaction mixture was stirred for 1 h keeping temperature between −5° C.-0° C. After allowing to warm to room temperature, the solution was quenched with water and diluted with 1:3 iPrOH/CHCl3 and neutralized with sat. NaHCO3. The organic layer was dried with Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with methanol in dichloromethane to afford the title compound.

Provenance & Evidence