http://rdf.ncbi.nlm.nih.gov/pubchem/patent/RU-2013150716-A
Outgoing Links
| Predicate | Object |
|---|---|
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-00 |
| filingDate | 2013-11-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 2015-05-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | RU-2013150716-A |
| titleOfInvention | METHOD FOR PRODUCING (±) N- [1- (4-fluorophenyl) -2- (1-ethylpiperidin-4-yl) ethyl] -4-nitrobenzamide or its pharmaceutically acceptable salts and the intermediate compound for it |
| abstract | 1. The method of obtaining (±) N- [1- (4-fluorophenyl) -2- (1-ethylpiperidin-4-yl) ethyl] -4-nitrobenzamide of the formula or its pharmaceutically acceptable salts, which consists in the fact that ethyl ester 4- fluorobenzoic acid is reacted with 4-picoline in tetrahydrofuran in the presence of a catalyst or a condensing agent to obtain 1- (4-fluorophenyl) -2- (4-pyridyl) ethanone, which is alkylated with ethyl halide and the resulting pyridinium salt is subjected to catalytic reduction with hydrogen in the presence of palladium or platinum catalyst with the addition of concentrated hydrochloric acid to obtain 2- (1-ethylpiperidin-4-yl) -1- (4-fluorophenyl) ethanone of the formula which is subjected to reductive amination to obtain [2- (1-ethylpiperidin-4-yl) -1- (4- fluorophenyl) ethyl] amine, followed by reaction of the latter with 4-nitrobenzoic acid chloride to give (±) N- [1- (4-fluorophenyl) -2- (1-ethylpiperidin-4-yl) ethyl] -4-nitrobenzamide of formula (I) in free form or in the form of a pharmaceutically acceptable salt thereof. 2. A method according to claim 1, characterized in that (±) N- [1- (4-fluorophenyl) -2- (1-ethylpiperidin-4-yl) ethyl] -4-nitrobenzamide hydrochloride of the formula (I) is obtained. The method according to claim 1, characterized in that as a condensing agent use sodium bis (trimethylsilyl) amide in an amount of 1-2 mol per mole of 4-fluorobenzoate. 2- (1-ethylpiperidin-4-yl) -1- (4-fluorophenyl) ethanone corresponding to formula (II) 5. The use of 2- (1-ethylpiperidin-4-yl) -1- (4-fluorophenyl) ethanone corresponding to formula (II) as an intermediate for the synthesis of (±) N-1 [- (4-fluorophenyl) -2- ( 1-ethyl-4-piperidyl) ethyl] -4-nitrobenzamide in free form or in the form of pharmaceutically acceptable salts. |
| priorityDate | 2013-11-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 40.