Title:
NEW METHOD FOR N-CYCLOPROPYLATION OF AROMATIC AMINES, AS WELL AS COMPOUNDS AND COMPOSITIONS OBTAINED
Document Type and Number:
WIPO Patent Application WO1995002573
Kind Code:
A3
Abstract:
Process for the introduction of a cyclopropyl group into a primary or secondary aromatic amine or into heterocyclic compounds containing a secondary nitrogen atom reacting to the corresponding amines or their salts so as to form the corresponding N-cyclopropyl-(1'-carboxy)-derivatives either with the reagent of general formula (I), optionally in the presence of an acid binding agent or with 2,4-dihalogen-butyric acid ester or with chloroacetic acid ester, whereupon the resulting N-(alkoxy-carbonyl)-methyl-derivative is treated with alkali alkylate and dihalogen-ethane to convert the alkoxy-carbonyl-methyl group into a carbalkoxy-cyclopropyl group and subsequently optionally hydrolysing the ester groups if present and optionally eliminating the 1'-carboxyl group introduced in the course of the first step, whereby the last step is carried out optionally after introducing other substituents into the aromatic ring or after eliminating other substituents from the aromatic group. The method is suitable to synthesize 1-cyclopropyl-7-piperazine-1,4-dihydro-quinolone-3-carboxylic acid derivatives. New biologically active compounds are formed including compounds of formula (IV) and their salts which are used in pharmaceutical and veterinary compositions.
Inventors:
SOMFAI EVA (HU)
Application Number:
PCT/HU1994/000025
Publication Date:
March 09, 1995
Filing Date:
July 12, 1994
Export Citation:
Assignee:
SOMFAI EVA (HU)
International Classes:
C07C227/08; C07D215/56; (IPC1-7): C07C227/08; A61K31/495; C07D215/36
Foreign References:
| EP0332930A2 | 1989-09-20 | |||
| EP0332033A2 | 1989-09-13 | |||
| DE3509546A1 | 1986-09-25 | |||
| EP0437128A2 | 1991-07-17 | |||
| US5281596A | 1994-01-25 |
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