p-Anisoyl chloride → HCID 59971442, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (Z)-4-(3-aminophenyl)-1,3-dihydro-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one hydrochloride (30 mg, 0.089 mmol) (from Example 5 supra) and Et3N (24 μL , 0.172 mmol) in 3 mL of chloroform was cooled to −70° C. and then treated with 4-methoxybenzoyl chloride (17.4 mg, 0.102 mmol) (Fluka). The reaction mixture was stirred at −70° C. for 1 hr and then stirred at room temperature for 15 h. The reaction mixture was then concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 50% ethyl acetate-hexanes elution) provided pure (Z)-N-[3-[2,3-dihydro-2-oxo3-[(1H-pyrrol-2-yl) methylene]-1H-indol-4-yl]-phenyl]-4-methoxybenzamide (31 mg, 80%) as a brown solid (mp 209-211° C.).

Provenance & Evidence