PREPARATION PROCESS FOR N-METHYL-3-(P-TRIFLUORINEMETHYL-PHENOXY)-3-PHENILPROPILAMINE
An improved process for the preparation of a valuable drug. The present invention relates to an improved process for the preparation of N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine of formula (I), or a pharmaceutically acceptable acid addition salt thereof, characterized in that 2-benz...
Gespeichert in:
| Hauptverfasser: | , , |
|---|---|
| Format: | Patent |
| Sprache: | eng ; rum |
| Schlagworte: | |
| Online-Zugang: | Volltext bestellen |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | |
|---|---|
| container_issue | |
| container_start_page | |
| container_title | |
| container_volume | |
| creator | JARVINEN ANITTA HANNELE KAIRISALO PEKKA JUHANI HUKKA PETRI JUHANI |
| description | An improved process for the preparation of a valuable drug. The present invention relates to an improved process for the preparation of N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine of formula (I), or a pharmaceutically acceptable acid addition salt thereof, characterized in that 2-benzoyl-N-benzyl-N-methylethylamine base of formula (II), is hydrogenated catalytically, whereby 1-phenyl-3-(N-methylamino)propane-1-ol of formula (III) is formed, which is thereafter etherified selectively with 1-chloro-4-trifluoromethylbenzene of formula (IV), in the presence of a base, whereby N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine is formed, which is optionally converted in a known manner into the acid addition salt of Fluoxetine, e.g. Fluoxetine hydrochloride. The yield of Fluoxetine hydrochloride is 85-87% of the theoretical yield. |
| format | Patent |
| fullrecord | <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_RO105802B1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>RO105802B1</sourcerecordid><originalsourceid>FETCH-epo_espacenet_RO105802B13</originalsourceid><addsrcrecordid>eNrjZAgJCHINcAxyDPH091MICPJ3dg0OVnDzD1Lw0_V1DfGI9NE11tUI0A0J8nTzCfUP8vRzhQoHeLj6-UdEagLlQUxPH6DmAE8fR1-gEh4G1rTEnOJUXijNzSDv5hri7KGbWpAfn1pckJicmpdaEh_kb2hgamFg5GRoTFgFAK_iL9o</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>PREPARATION PROCESS FOR N-METHYL-3-(P-TRIFLUORINEMETHYL-PHENOXY)-3-PHENILPROPILAMINE</title><source>esp@cenet</source><creator>JARVINEN ANITTA HANNELE ; KAIRISALO PEKKA JUHANI ; HUKKA PETRI JUHANI</creator><creatorcontrib>JARVINEN ANITTA HANNELE ; KAIRISALO PEKKA JUHANI ; HUKKA PETRI JUHANI</creatorcontrib><description>An improved process for the preparation of a valuable drug. The present invention relates to an improved process for the preparation of N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine of formula (I), or a pharmaceutically acceptable acid addition salt thereof, characterized in that 2-benzoyl-N-benzyl-N-methylethylamine base of formula (II), is hydrogenated catalytically, whereby 1-phenyl-3-(N-methylamino)propane-1-ol of formula (III) is formed, which is thereafter etherified selectively with 1-chloro-4-trifluoromethylbenzene of formula (IV), in the presence of a base, whereby N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine is formed, which is optionally converted in a known manner into the acid addition salt of Fluoxetine, e.g. Fluoxetine hydrochloride. The yield of Fluoxetine hydrochloride is 85-87% of the theoretical yield.</description><edition>5</edition><language>eng ; rum</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; APPARATUS THEREFOR ; CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY ; CHEMISTRY ; GENERAL METHODS OF ORGANIC CHEMISTRY ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PERFORMING OPERATIONS ; PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; THEIR RELEVANT APPARATUS ; TRANSPORTING</subject><creationdate>1992</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19921230&DB=EPODOC&CC=RO&NR=105802B1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76289</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19921230&DB=EPODOC&CC=RO&NR=105802B1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>JARVINEN ANITTA HANNELE</creatorcontrib><creatorcontrib>KAIRISALO PEKKA JUHANI</creatorcontrib><creatorcontrib>HUKKA PETRI JUHANI</creatorcontrib><title>PREPARATION PROCESS FOR N-METHYL-3-(P-TRIFLUORINEMETHYL-PHENOXY)-3-PHENILPROPILAMINE</title><description>An improved process for the preparation of a valuable drug. The present invention relates to an improved process for the preparation of N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine of formula (I), or a pharmaceutically acceptable acid addition salt thereof, characterized in that 2-benzoyl-N-benzyl-N-methylethylamine base of formula (II), is hydrogenated catalytically, whereby 1-phenyl-3-(N-methylamino)propane-1-ol of formula (III) is formed, which is thereafter etherified selectively with 1-chloro-4-trifluoromethylbenzene of formula (IV), in the presence of a base, whereby N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine is formed, which is optionally converted in a known manner into the acid addition salt of Fluoxetine, e.g. Fluoxetine hydrochloride. The yield of Fluoxetine hydrochloride is 85-87% of the theoretical yield.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>APPARATUS THEREFOR</subject><subject>CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY</subject><subject>CHEMISTRY</subject><subject>GENERAL METHODS OF ORGANIC CHEMISTRY</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PERFORMING OPERATIONS</subject><subject>PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>THEIR RELEVANT APPARATUS</subject><subject>TRANSPORTING</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1992</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZAgJCHINcAxyDPH091MICPJ3dg0OVnDzD1Lw0_V1DfGI9NE11tUI0A0J8nTzCfUP8vRzhQoHeLj6-UdEagLlQUxPH6DmAE8fR1-gEh4G1rTEnOJUXijNzSDv5hri7KGbWpAfn1pckJicmpdaEh_kb2hgamFg5GRoTFgFAK_iL9o</recordid><startdate>19921230</startdate><enddate>19921230</enddate><creator>JARVINEN ANITTA HANNELE</creator><creator>KAIRISALO PEKKA JUHANI</creator><creator>HUKKA PETRI JUHANI</creator><scope>EVB</scope></search><sort><creationdate>19921230</creationdate><title>PREPARATION PROCESS FOR N-METHYL-3-(P-TRIFLUORINEMETHYL-PHENOXY)-3-PHENILPROPILAMINE</title><author>JARVINEN ANITTA HANNELE ; KAIRISALO PEKKA JUHANI ; HUKKA PETRI JUHANI</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_RO105802B13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; rum</language><creationdate>1992</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>APPARATUS THEREFOR</topic><topic>CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY</topic><topic>CHEMISTRY</topic><topic>GENERAL METHODS OF ORGANIC CHEMISTRY</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PERFORMING OPERATIONS</topic><topic>PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>THEIR RELEVANT APPARATUS</topic><topic>TRANSPORTING</topic><toplevel>online_resources</toplevel><creatorcontrib>JARVINEN ANITTA HANNELE</creatorcontrib><creatorcontrib>KAIRISALO PEKKA JUHANI</creatorcontrib><creatorcontrib>HUKKA PETRI JUHANI</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>JARVINEN ANITTA HANNELE</au><au>KAIRISALO PEKKA JUHANI</au><au>HUKKA PETRI JUHANI</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>PREPARATION PROCESS FOR N-METHYL-3-(P-TRIFLUORINEMETHYL-PHENOXY)-3-PHENILPROPILAMINE</title><date>1992-12-30</date><risdate>1992</risdate><abstract>An improved process for the preparation of a valuable drug. The present invention relates to an improved process for the preparation of N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine of formula (I), or a pharmaceutically acceptable acid addition salt thereof, characterized in that 2-benzoyl-N-benzyl-N-methylethylamine base of formula (II), is hydrogenated catalytically, whereby 1-phenyl-3-(N-methylamino)propane-1-ol of formula (III) is formed, which is thereafter etherified selectively with 1-chloro-4-trifluoromethylbenzene of formula (IV), in the presence of a base, whereby N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine is formed, which is optionally converted in a known manner into the acid addition salt of Fluoxetine, e.g. Fluoxetine hydrochloride. The yield of Fluoxetine hydrochloride is 85-87% of the theoretical yield.</abstract><edition>5</edition><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext_linktorsrc |
| identifier | |
| ispartof | |
| issn | |
| language | eng ; rum |
| recordid | cdi_epo_espacenet_RO105802B1 |
| source | esp@cenet |
| subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS APPARATUS THEREFOR CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY CHEMISTRY GENERAL METHODS OF ORGANIC CHEMISTRY HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PERFORMING OPERATIONS PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES THEIR RELEVANT APPARATUS TRANSPORTING |
| title | PREPARATION PROCESS FOR N-METHYL-3-(P-TRIFLUORINEMETHYL-PHENOXY)-3-PHENILPROPILAMINE |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-13T06%3A19%3A11IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-epo_EVB&rft_val_fmt=info:ofi/fmt:kev:mtx:patent&rft.genre=patent&rft.au=JARVINEN%20ANITTA%20HANNELE&rft.date=1992-12-30&rft_id=info:doi/&rft_dat=%3Cepo_EVB%3ERO105802B1%3C/epo_EVB%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |