Processes for synthesizing 7-alkynyl-4-aminoquinazolines and...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 403/10 (2006.01) A61K 31/517 (2006.01)

Patent

CA 2644494

A process for synthesizing 7-alkynyl-4-aminoquinazolines from 7-haloquinazolines is disclosed. In one specific synthesis, 4-[N-3-chloro-4-fluorophenyl)]-7- [3-methyl-3-(4-methyl-l-piperazinyl)-l- butynyl]-6-[N-inethyl acrylamide] quinazoline is prepared from 7-chloro-6-nitro-3H-quinazolin-4-one. Also disclosed is an intermediate useful in the syntheses of 7-alkynyl-4-ammoquinaozolines and a process for making the intermediate. The 7-alkynyl-4-aminoquinaozolines prepared by processes of the invention are useful as pharmaceutically active compounds.

La présente invention a pour objet un procédé de synthèse de 7-alcynyl-4-aminoquinazolines à partir de 7-halogénoquinazolines. Dans une synthèse spécifique, la 4-[N-3-chloro-4-fluorophényl)]-7-[3-méthyl-3-(4-méthyl-l-pipérazinyl)-l-butynyl]-6-[N-inéthylacrylamide] quinazoline est synthétisée à partir de la 7-chloro-6-nitro-3H-quinazolin-4-one. La présente invention concerne également un intermédiaire pouvant être employé dans les synthèses de 7-alcynyl-4-ammoquinazolines, ainsi qu'un procédé de synthèse dudit intermédiaire. Les 7-alcynyl-4-aminoquinazolines synthétisées par les procédés selon l'invention peuvent être employées en tant que principes actifs pharmaceutiques.

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