PROCESS FOR THE PREPARATION OF CCR-2 ANTAGONIST
The present invention provides an efficient synthesis for the preparation of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-m ethoxytetrahydro-2H-pyran-4-yl]amine and its succinate salt. The present invention additionally provides a...
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| creator | HOERRNER, SCOTT LARSEN, ROBERT JENSEN, MARK JAVADI, GARY CAI, DONGWEI GE, MIN ZHOU, CHANGYOU SZUMIGALA, ELIZABETH NELSON, DORIAN FLEITZ, FRED LI, WENJIE YANG, LIHU |
| description | The present invention provides an efficient synthesis for the preparation of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-m ethoxytetrahydro-2H-pyran-4-yl]amine and its succinate salt. The present invention additionally provides an efficient syntheses for the preparation of intermediates (3R)-3-methoxytetrahydro-4H-pyran-4-one; (1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-ene-1-carboxylic acid; and 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine; and for the preparation of the precursor (3S,4S)-N-((1S,4S)-4-isopropyl-4-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopent-2-e n-1-yl)-3-methoxytetrahydro-2H-pyran-4-amine. The invention additionally resides in the superior properties of the succinate salt of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-methoxytetrahydro-2H-pyran-4-yl]amine.
L'invention concerne une synthèse efficace pour l'élaboration de ((1R,3S)-3-isopropyle-3-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopentyle)[(3S,4S)-3-méthoxytétrahydro-2H-pyrane-4-yle]amine et son succinate correspondant, mais aussi une synthèse efficace pour l'élaboration d'intermédiaires (3R)-3-méthoxytétrahydro-4H-pyrane-4-one; (1S,4S)-4-(2,5-diméthyle-1H-pyrrole-1-yle)-1-isopropylcyclopent-2-ène-1-acide carboxylique; et 3-(trifluorométhyle)-5,6,7,8-tétrahydro-1,6-naphthyridine; ainsi que pour l'élaboration du précurseur (3S,4S)-N-((1S,4S)-4-isopropyle-4-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopent-2-èn-1-yle)-3-méthoxytétrahydro-2H-pyrane-4-amine. Enfin, l'invention concerne les propriétés supérieures du succinate de ((1R,3S)-3-isopropyle-3-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopentyle)[(3S,4S)-3-méthoxytétrahydro-2H-pyrane-4-yle]amine. |
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| fullrecord | <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_WO2005044795A1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>WO2005044795A1</sourcerecordid><originalsourceid>FETCH-epo_espacenet_WO2005044795A13</originalsourceid><addsrcrecordid>eNrjZNAPCPJ3dg0OVnDzD1II8XBVCAhyDXAMcgzx9PdT8HdTcHYO0jVScPQLcXT39_MMDuFhYE1LzClO5YXS3AzKbq4hzh66qQX58anFBYnJqXmpJfHh_kYGBqYGJibmlqaOhsbEqQIAiN4mvg</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>PROCESS FOR THE PREPARATION OF CCR-2 ANTAGONIST</title><source>esp@cenet</source><creator>HOERRNER, SCOTT ; LARSEN, ROBERT ; JENSEN, MARK ; JAVADI, GARY ; CAI, DONGWEI ; GE, MIN ; ZHOU, CHANGYOU ; SZUMIGALA, ELIZABETH ; NELSON, DORIAN ; FLEITZ, FRED ; LI, WENJIE ; YANG, LIHU</creator><creatorcontrib>HOERRNER, SCOTT ; LARSEN, ROBERT ; JENSEN, MARK ; JAVADI, GARY ; CAI, DONGWEI ; GE, MIN ; ZHOU, CHANGYOU ; SZUMIGALA, ELIZABETH ; NELSON, DORIAN ; FLEITZ, FRED ; LI, WENJIE ; YANG, LIHU</creatorcontrib><description>The present invention provides an efficient synthesis for the preparation of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-m ethoxytetrahydro-2H-pyran-4-yl]amine and its succinate salt. The present invention additionally provides an efficient syntheses for the preparation of intermediates (3R)-3-methoxytetrahydro-4H-pyran-4-one; (1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-ene-1-carboxylic acid; and 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine; and for the preparation of the precursor (3S,4S)-N-((1S,4S)-4-isopropyl-4-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopent-2-e n-1-yl)-3-methoxytetrahydro-2H-pyran-4-amine. The invention additionally resides in the superior properties of the succinate salt of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-methoxytetrahydro-2H-pyran-4-yl]amine.
L'invention concerne une synthèse efficace pour l'élaboration de ((1R,3S)-3-isopropyle-3-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopentyle)[(3S,4S)-3-méthoxytétrahydro-2H-pyrane-4-yle]amine et son succinate correspondant, mais aussi une synthèse efficace pour l'élaboration d'intermédiaires (3R)-3-méthoxytétrahydro-4H-pyrane-4-one; (1S,4S)-4-(2,5-diméthyle-1H-pyrrole-1-yle)-1-isopropylcyclopent-2-ène-1-acide carboxylique; et 3-(trifluorométhyle)-5,6,7,8-tétrahydro-1,6-naphthyridine; ainsi que pour l'élaboration du précurseur (3S,4S)-N-((1S,4S)-4-isopropyle-4-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopent-2-èn-1-yle)-3-méthoxytétrahydro-2H-pyrane-4-amine. Enfin, l'invention concerne les propriétés supérieures du succinate de ((1R,3S)-3-isopropyle-3-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopentyle)[(3S,4S)-3-méthoxytétrahydro-2H-pyrane-4-yle]amine.</description><edition>7</edition><language>eng ; fre</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2005</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=20050519&DB=EPODOC&CC=WO&NR=2005044795A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76289</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20050519&DB=EPODOC&CC=WO&NR=2005044795A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>HOERRNER, SCOTT</creatorcontrib><creatorcontrib>LARSEN, ROBERT</creatorcontrib><creatorcontrib>JENSEN, MARK</creatorcontrib><creatorcontrib>JAVADI, GARY</creatorcontrib><creatorcontrib>CAI, DONGWEI</creatorcontrib><creatorcontrib>GE, MIN</creatorcontrib><creatorcontrib>ZHOU, CHANGYOU</creatorcontrib><creatorcontrib>SZUMIGALA, ELIZABETH</creatorcontrib><creatorcontrib>NELSON, DORIAN</creatorcontrib><creatorcontrib>FLEITZ, FRED</creatorcontrib><creatorcontrib>LI, WENJIE</creatorcontrib><creatorcontrib>YANG, LIHU</creatorcontrib><title>PROCESS FOR THE PREPARATION OF CCR-2 ANTAGONIST</title><description>The present invention provides an efficient synthesis for the preparation of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-m ethoxytetrahydro-2H-pyran-4-yl]amine and its succinate salt. The present invention additionally provides an efficient syntheses for the preparation of intermediates (3R)-3-methoxytetrahydro-4H-pyran-4-one; (1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-ene-1-carboxylic acid; and 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine; and for the preparation of the precursor (3S,4S)-N-((1S,4S)-4-isopropyl-4-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopent-2-e n-1-yl)-3-methoxytetrahydro-2H-pyran-4-amine. The invention additionally resides in the superior properties of the succinate salt of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-methoxytetrahydro-2H-pyran-4-yl]amine.
L'invention concerne une synthèse efficace pour l'élaboration de ((1R,3S)-3-isopropyle-3-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopentyle)[(3S,4S)-3-méthoxytétrahydro-2H-pyrane-4-yle]amine et son succinate correspondant, mais aussi une synthèse efficace pour l'élaboration d'intermédiaires (3R)-3-méthoxytétrahydro-4H-pyrane-4-one; (1S,4S)-4-(2,5-diméthyle-1H-pyrrole-1-yle)-1-isopropylcyclopent-2-ène-1-acide carboxylique; et 3-(trifluorométhyle)-5,6,7,8-tétrahydro-1,6-naphthyridine; ainsi que pour l'élaboration du précurseur (3S,4S)-N-((1S,4S)-4-isopropyle-4-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopent-2-èn-1-yle)-3-méthoxytétrahydro-2H-pyrane-4-amine. Enfin, l'invention concerne les propriétés supérieures du succinate de ((1R,3S)-3-isopropyle-3-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopentyle)[(3S,4S)-3-méthoxytétrahydro-2H-pyrane-4-yle]amine.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2005</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZNAPCPJ3dg0OVnDzD1II8XBVCAhyDXAMcgzx9PdT8HdTcHYO0jVScPQLcXT39_MMDuFhYE1LzClO5YXS3AzKbq4hzh66qQX58anFBYnJqXmpJfHh_kYGBqYGJibmlqaOhsbEqQIAiN4mvg</recordid><startdate>20050519</startdate><enddate>20050519</enddate><creator>HOERRNER, SCOTT</creator><creator>LARSEN, ROBERT</creator><creator>JENSEN, MARK</creator><creator>JAVADI, GARY</creator><creator>CAI, DONGWEI</creator><creator>GE, MIN</creator><creator>ZHOU, CHANGYOU</creator><creator>SZUMIGALA, ELIZABETH</creator><creator>NELSON, DORIAN</creator><creator>FLEITZ, FRED</creator><creator>LI, WENJIE</creator><creator>YANG, LIHU</creator><scope>EVB</scope></search><sort><creationdate>20050519</creationdate><title>PROCESS FOR THE PREPARATION OF CCR-2 ANTAGONIST</title><author>HOERRNER, SCOTT ; LARSEN, ROBERT ; JENSEN, MARK ; JAVADI, GARY ; CAI, DONGWEI ; GE, MIN ; ZHOU, CHANGYOU ; SZUMIGALA, ELIZABETH ; NELSON, DORIAN ; FLEITZ, FRED ; LI, WENJIE ; YANG, LIHU</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_WO2005044795A13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; fre</language><creationdate>2005</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>HOERRNER, SCOTT</creatorcontrib><creatorcontrib>LARSEN, ROBERT</creatorcontrib><creatorcontrib>JENSEN, MARK</creatorcontrib><creatorcontrib>JAVADI, GARY</creatorcontrib><creatorcontrib>CAI, DONGWEI</creatorcontrib><creatorcontrib>GE, MIN</creatorcontrib><creatorcontrib>ZHOU, CHANGYOU</creatorcontrib><creatorcontrib>SZUMIGALA, ELIZABETH</creatorcontrib><creatorcontrib>NELSON, DORIAN</creatorcontrib><creatorcontrib>FLEITZ, FRED</creatorcontrib><creatorcontrib>LI, WENJIE</creatorcontrib><creatorcontrib>YANG, LIHU</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>HOERRNER, SCOTT</au><au>LARSEN, ROBERT</au><au>JENSEN, MARK</au><au>JAVADI, GARY</au><au>CAI, DONGWEI</au><au>GE, MIN</au><au>ZHOU, CHANGYOU</au><au>SZUMIGALA, ELIZABETH</au><au>NELSON, DORIAN</au><au>FLEITZ, FRED</au><au>LI, WENJIE</au><au>YANG, LIHU</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>PROCESS FOR THE PREPARATION OF CCR-2 ANTAGONIST</title><date>2005-05-19</date><risdate>2005</risdate><abstract>The present invention provides an efficient synthesis for the preparation of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-m ethoxytetrahydro-2H-pyran-4-yl]amine and its succinate salt. The present invention additionally provides an efficient syntheses for the preparation of intermediates (3R)-3-methoxytetrahydro-4H-pyran-4-one; (1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-ene-1-carboxylic acid; and 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine; and for the preparation of the precursor (3S,4S)-N-((1S,4S)-4-isopropyl-4-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopent-2-e n-1-yl)-3-methoxytetrahydro-2H-pyran-4-amine. The invention additionally resides in the superior properties of the succinate salt of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-methoxytetrahydro-2H-pyran-4-yl]amine.
L'invention concerne une synthèse efficace pour l'élaboration de ((1R,3S)-3-isopropyle-3-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopentyle)[(3S,4S)-3-méthoxytétrahydro-2H-pyrane-4-yle]amine et son succinate correspondant, mais aussi une synthèse efficace pour l'élaboration d'intermédiaires (3R)-3-méthoxytétrahydro-4H-pyrane-4-one; (1S,4S)-4-(2,5-diméthyle-1H-pyrrole-1-yle)-1-isopropylcyclopent-2-ène-1-acide carboxylique; et 3-(trifluorométhyle)-5,6,7,8-tétrahydro-1,6-naphthyridine; ainsi que pour l'élaboration du précurseur (3S,4S)-N-((1S,4S)-4-isopropyle-4-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopent-2-èn-1-yle)-3-méthoxytétrahydro-2H-pyrane-4-amine. Enfin, l'invention concerne les propriétés supérieures du succinate de ((1R,3S)-3-isopropyle-3-{[3-(trifluorométhyle)-7,8-dihydro-1,6-naphthyridine-6(5H)-yle]carbonyle}cyclopentyle)[(3S,4S)-3-méthoxytétrahydro-2H-pyrane-4-yle]amine.</abstract><edition>7</edition><oa>free_for_read</oa></addata></record> |
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| title | PROCESS FOR THE PREPARATION OF CCR-2 ANTAGONIST |
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