Preparation of 1h-imidazo [4,5-c] quinolin-4-amines via...

C - Chemistry – Metallurgy – 07 – D

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C07D 471/04 (2006.01)

Patent

CA 2493158

The invention relates to a process for the synthesis of 1H-imidazo[4,5-c] quinoline 4-cyano and 1H-imidazo[4,5-c] quinoline 4- carboxamide intermediates useful in preparing 1H-imidazo[4,5-C] quinoline 4-amines, a process for preparing 1H-imidazo [4,5-C] quinoline 4-amines using such intermediates; and, to the 1H-imidazo[4,5-c] quinoline 4-cyano and 1H-imidazo[4,5-c] quinoline 4- carboxamide intermediates. More particularly, the invention relates to a process for the preparation of 1-isobutyl-1H-imidazo [4,5-C] quinoline 4-amine (Imiquimod) using two intermediates, 1-isobutyl-1H-imidazo[4,5-c]quinoline 4- cyano and 1-isobutyl-1H-imidazo[4,5-c]quinoline 4-carboxamide, and to the said intermediates.

Procédé de synthèse d'intermédiaires 1H-imidazo[4,5-c]quinoline4-cyano et 1H-imidazo[4,5-c]quinoline4-carboxamide utiles pour préparer des 1H-imidazo[4,5-C]quinoline4-amines, procédé de préparation de 1H-imidazo[4,5-C]quinoline4-amines à l'aide desdits intermédiaires et intermédiaires 1H-imidazo[4,5-c]quinoline4-cyano et 1H-imidazo[4,5-c]quinoline4-carboxamide obtenu selon ledit procédé. Plus particulièrement, la présente invention concerne un procédé de préparation de 1-isobutyl-1H-imidazo[4,5-C]quinoline4-amine (Imiquimod) à l'aide de deux intermédiaires, le 1-isobutyl-1H-imidazo[4,5-c]quinoline4-cyano et le 1-isobutyl-1H-imidazo[4,5-c]quinoline4-carboxamide, et concerne également ces deux intermédiaires.

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