Process for preparing Imiquimod

Details Process for preparing Imiquimod Process for preparing Imiquimod

2008-01-29

2008-01-29

Seaman, D. Margaret (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

11298711

ABSTRACT:
The present invention provides a process for preparing 4-amino-1-isobutyl-1H-imidazo[4,5-c]quinoline (Imiquimod) of formula (I).The process comprises heating 4-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline of formula (II) with formamide, and optionally with bubbling of gaseous ammonia to afford Imiquimod of formula (I).According to the present invention, by using this process and novel purification methods, essentially as described herein, highly pure Imiquimod is obtained.

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Bredereck et al. “Umsetzungen von Halogenverbindungen mit Formamid (Formamid-Reaktionen, III. Mitteilung)”, Chemische Berichte, 87(4): 537-546, 1954. English Abstract.

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