HCID 66620006, compound → HCID 178419901, compound

Participants

Reaction Steps

In step (4) of Reaction Scheme I, a 1H-imidazo[4,5-c]quinolin-1-ol or 1H-imidazo[4,5-c][1,5]naphthyridin-1-ol of Formula XXIII is cyclized by an intramolecular displacement of the halogen under basic conditions to provide 1H-imidazo[4,5-c]quinoline or 1H-imidazo[4,5-c][1,5]naphthyridine of Formula XXIV. The reaction can be carried out by adding a base such as potassium tert-butoxide or sodium hydride to a solution of a compound of Formula XXXIII in a suitable solvent such as tetrahydrofuran or N,N-dimethylformamide. The reaction can be carried out at ambient temperature. Alternatively, a solution of a compound of Formula XXXIII in a suitable solvent such as dichloromethane can be treated with an aqueous solution of a base such as potassium carbonate or sodium carbonate. The reaction can be carried out at ambient temperature.

Provenance & Evidence