Triethylamine → HCID 59971436, 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 (25 mg, 0.074 mmol) (from Example 5 supra) and Et3N (20 μL , 0.150 mmol) in 3 mL of chloroform was cooled to −70° C. and then treated with 4-nitrobenzoyl chloride (16 mg, 0.085 mmol) (Aldrich). 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-oxo-3-[(1H-pyrrol-2-yl)methylene]-1H-indol-4-yl]-phenyl]-4-nitrobenzamide (yield: 24 mg, 72%) as a yellow-brown solid (mp 157-159° C.).

Provenance & Evidence