(12) Translation of european patent specification

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1 (12) Translation of european patent specification (11) NO/EP B1 (19) NO NORWAY (1) Int Cl. C07D 213/81 (06.01) Norwegian Industrial Property Office (21) Translation Published (80) Date of The European Patent Office Publication of the Granted Patent 1.0. (86) European Application Nr (86) European Filing Date (87) The European Application s Publication Date (30) Priority.04.1, EP, (84) Designated Contracting States: Designated Extension States: AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR BA ME (73) Proprietor Bayer HealthCare LLC, 0 Bayer Boulevard, Whippany, NJ 07981, US-USA (72) Inventor STIEHL, Juergen, Rosenstr. 28, 449 Sprockhövel, DE-Tyskland HEILMANN, Werner, Am Ringofen 21, Wuppertal, DE-Tyskland LÖGERS, Michael, Niederradenberg 1, Wuppertal, DE-Tyskland REHSE, Joachim, Am Kloster 12, Leichlingen, DE-Tyskland GOTTFRIED, Michael, Herzogstr. 44, 423 Wuppertal, DE-Tyskland WICHMANN, Saskia, Nestorstr. 6, 709 Berlin, DE-Tyskland (74) Agent or Attorney Tandbergs Patentkontor AS, Postboks 170 Vika, 0118 OSLO, Norge (4) Title PROCESS FOR THE PREPARATION OF 4-4-[([4-CHLORO-3-(TRIFLUOROMETHYL)- PHENYL] AMINOCARBONYL)AMINO]-3-FLUOROPHENOXY-N-METHYLPYRIDINE-2- CARBOXAMIDE, ITS SALTS AND MONOHYDRATE (6) References Cited: WO-A1-08/ WO-A2-0/009961

2 Enclosed is a translation of the patent claims in Norwegian. Please note that as per the Norwegian Patents Acts, section 66i the patent will receive protection in Norway only as far as there is agreement between the translation and the language of the application/patent granted at the EPO. In matters concerning the validity of the patent, language of the application/patent granted at the EPO will be used as the basis for the decision. The patent documents published by the EPO are available through Espacenet (http://worldwide.espacenet.com) or via the search engine on our website here: https://search.patentstyret.no/ NO/EP28448

3 1 Patentkrav 1. En fremgangsmåte for fremstilling av monohydratet av forbindelsen med formel (I) ved å behandle forbindelsen med formel (IV) med forbindelsen med formel (V) 1 i en reaksjonsblanding, og deretter behandles den løste forbindelse med formel (I) med en syre for å danne et salt av forbindelsen med formel (I), som utfelles fra løsningen inneholdende den løste forbindelse med formel (I), og deretter blir så saltet av forbindelsen med formel (I) behandlet med en vandig basisk løsning for å utfelle monohydratet av forbindelsen med formel (I). 2. Fremgangsmåte ifølge krav 1, karakterisert ved at monohydratet av forbindelsen med formel (I) utfelles ved en temperatur på fra 3 C til 4 C. 3. Fremgangsmåte ifølge krav 1 eller 2, som videre omfatter trinnet med å tørke det resulterende monohydrat under redusert trykk inntil forbindelsen med formel (I) dannes.

4 2 4. Fremgangsmåte ifølge hvilket som helst av kravene 1 til 3, karakterisert ved at syren genereres in situ i reaksjonsblandingen etter at forbindelsen med formel (I) blir dannet ved å tilsette til reaksjonsblandingen et protisk stoff og en syreforløper.. Fremgangsmåte ifølge krav 4, karakterisert ved at syren genereres in situ i reaksjonsblandingen etter at forbindelsen med formel (I) blir dannet ved å tilsette til reaksjonsblandingen en alkohol og et acylklorid. 6. Fremgangsmåte ifølge krav, karakterisert ved at alkoholen er etanol og acylkloridet er acetylklorid. 7. Fremgangsmåte ifølge hvilket som helst av kravene 1 til 6, karakterisert ved at forbindelsen med formel (IV) fremstilles ved omsetning av forbindelsen med formel (III) 1 hvori R 1 og R 2 er uavhengig valgt fra gruppen bestående av hydrogen, metyl, etyl, n- propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, n-pentyl, 2-pentyl, 3-pentyl, neopentyl, n-heksyl, 2-heksyl, 3-heksyl, eller R 1 og R 2 er sluttet og, tatt sammen med karbonatomet til hvilket de er bundet, danner en 4- til 7-leddet cykloalkylring, med forbindelsen med formel (II) 2 i nærvær av en base, etterfulgt av tilsetning av en syre for å gi forbindelsen med formel (IV). 8. Fremgangsmåte ifølge krav 7, karakterisert ved at forbindelsen med formel (III) anvendes i en løsning av et egnet organisk løsningsmiddel og er dannet ved omsetning

5 3 av 4-amino-3-fluorfenol med forbindelsen med formel (VI) 1 hvori R 1 og R 2 er uavhengig valgt fra gruppen bestående av hydrogen, metyl, etyl, n- propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, n-pentyl, 2-pentyl, 3-pentyl, neopentyl, n-heksyl, 2-heksyl, 3-heksyl, eller R 1 og R 2 er sluttet og, tatt sammen med karbonatomet til hvilket de er bundet, danner en 4- til 7-leddet cykloalkylring. 9. Fremgangsmåte ifølge krav 7 eller 8, hvori forbindelsen med formel (II) anvendes i en løsning av et egnet organisk løsningsmiddel som fremstilles ved nøytralisering av saltsyresaltet av forbindelsen med formel (II) med en base.. Fremgangsmåte ifølge hvilket som helst av kravene 7 til 9, hvori forbindelsen med formel (II) blir løst i et egnet organisk løsningsmiddel som behandles med en syre som genereres in situ ved tilsetning av et protisk stoff og en syreforløper, utfelt som et salt av forbindelsen med formel (II), og nøytralisert ved tilsetning av en vandig løsning av en base. 11. Fremgangsmåte ifølge krav, karakterisert ved at det protiske substansen er en alkohol og syreforløperen er et acylklorid.

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