Preparation of...

C - Chemistry – Metallurgy – 07 – D

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C07D 471/04 (2006.01) C07D 213/74 (2006.01)

Patent

CA 1053234

ABSTRACT OF THE DISCLOSURE Process for the preparation of new 1,8-naphthyridine-derivatives of the general formula (I) Image (I) useful as intermediates in preparing antibacterial agents. In the formula R1 stands for a hydrogen atom or group of the formula -(CH2)m -CH3, -(CH2)n -phenyl or -(CH2)p -cyclohexyl; R2 stands for a group of the formula -(CH2)m -CH3, -(CH2)n -phenyl or -(CH2)p -cyclohexyl in which formulae n, m and p are integers in the range of 0 to 5; Y stands for a pyridine, picoline, quinoline or isoquinoline ring attached through the nitrogen atom or a tri(lower alkyl) amino group and Z is an anion; R3 is hydrogen or C1-6 alkyl. The process is selected from a) reacting a compound of the formula (III) Image (III) (wherein R1 and R2 are as defined above and the N-alkyl-group has 1-6 carbon atoms) with pyridine, picoline, quinoline or isoquinoline or a trialkylamine in the presence of halogen; b) reacting a compound of the formula (II) Image (II) (wherein R1, R2 and alkyl are as stated above, and X stands for halogen) with pyridine, picoline, quinoline or isoquinoline or a tri(lower alkyl)amine; and c) reacting a compound of the formula (IV) Image (IV) (wherein R1 and R2 are as stated above) in the presence of a halogen with pyridine, picoline, quinoline or isoquinoline or tri(lower alkyl)amine and if desired, alkylating the compound of the formula (I) thus obtained if desired, the halide thus obtained may be converted into an other halide or an other pharmaceutically acceptable anion.

217001

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