9-oxo-9H-pyrrolo[1,2-a]indole-5-carboxylic acid (2-amino-4-fluorophenyl)amide → 5-(6-fluoro-1H-benzimidazol-2-yl)pyrrolo[1,2-a]indol-9-one

Participants

Reaction Steps

In a 250 ml round-bottomed flask, a mixture of 375 mg of 9-oxo-9H-pyrrolo[1,2-a]indole-5-carboxylic acid (2-amino-4-fluorophenyl)amide obtained according to the preceding stage, in 40 ml of glacial acetic acid, is refluxed for 3 hours. The reaction medium is evaporated to dryness under vacuum and the residue is chromatographed on silica gel (15-40 μm), elution being carried out with a gradient of methanol (0 to 30% by volume) in dichloromethane. 119 mg of 5-(6-fluoro-1H-benzimidazol-2-yl)pyrrolo[1,2-a]indol-9-one are obtained in the form of a yellowish solid, the characteristics of which are the following:

Provenance & Evidence