HUE027855T2 - Eljárás aminotiazol származék elõállítására és intermedier - Google Patents

Eljárás aminotiazol származék elõállítására és intermedier Download PDF

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HUE027855T2
HUE027855T2 HUE10010897A HUE10010897A HUE027855T2 HU E027855 T2 HUE027855 T2 HU E027855T2 HU E10010897 A HUE10010897 A HU E10010897A HU E10010897 A HUE10010897 A HU E10010897A HU E027855 T2 HUE027855 T2 HU E027855T2
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formula
acid
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Masaaki Nagasawa
Kazuyasu Asami
Ryu Nakao
Nobuyuki Tanaka
Yoshiyuki Aida
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Zeria Pharm Co Ltd
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    • C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/92—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
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    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • A—HUMAN NECESSITIES
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    • C07D—HETEROCYCLIC COMPOUNDS
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    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

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Claims (2)

1ΜΒΑΒΜΜΪ IGÉNYPONTOK
3. Eljárás (2) kgpletü wögyilet elpl|kásáp:
<2) (ahol m A gyűrű jelentése bes^zoi gyűrű vagy íbtagű aromás heterocik lus; Rs jelentése hidrogénatom, C;.(· slkiiesoport,: haíogénatom, nitrocsopori, aminocsoporí, n^miv-Gj* alkitamino&amp;sopom vagy db€b6 aikíjammoesopost;: és :R;JS R?S: Is E* kézül legalábbM- egyik jelentess melozi csoport, és a többi jelentése egyenként feláron nitreesopost, amlnoesoport, mmcMtp alkilamioeosoport, vagy szalábbi lépést (a) {I} képleté vegyöletet:
(5) (ahol az Á gyűrű és R!, íi\ R\ és Rs< jelentése a fent megadott) Lewis savval reagáltatok., amely fíGL és AICUMétíl megválásáig észferes* keíonoa vagy amides oldószerben, amely etibacetái, me~ tibaeetát, bailmeéiat íztotobaceiáL aeetoo, 2-kboíaoon, cíkiohexanon, eiklopentaeon, dimetib fermamid és diKetflaeetaMy fedzŰLmeg^fásztot; vap :(b) (1) képleté vegyilétet, (ahöí az A piti jelentése a fent megadott, és P ! és R4 jelentése egyenként yömgédátöm;: B3 és E3 jelentése egyenként méitoxiesöpti) Lewis savval reagiitawnh, amely Bfi, TfCL és ,M€% közöl megválasztott, észteres, betonos vagy am idős oldószerben, amely éti i-aceiáf« me-tibaeetát,. Itol-acetál széimtii-aeetáL acélon, 2~t>uíanon„ éiiloifektoem ciklopentamm. dimeub fonnamld: és áímetiiaeetamíd közül Megválasztott azzal a megszorítással, hogy ha a Lewis sav 1¾ akkor aiMlifetofemM dolgoztok, vagy fct(i) képlete vegyülaleí, (ahol az A gyűri és lejelentése a torn megadott és R~ 5 Ri*»és R* jelentése nmioxicsoporl} Lewis savval reagáltatok, amely 1F3, TICE és A!CI3.kMll megválasztott, easterns, ketonos vagy am idős oldószerben, amely ebi-aeeták metibaeetát, ballbaeeták izébntil-séetltv üeeton, 2-batanon, eiklöléganon:, elMopentoon, bimeillforertoM és dimetlIacetámM közül megválasztott. azzal a megszorítással, hogy ha a Lewis sav BF5, akkor &amp;MHIem~hroíöM vágy alkálifemAodid jelenlétiben dolgozunk.
2. Eljárás 0:} képlétl vegyidet előállításira:
m fából az A győri jéteailse benzol gyira vagy feíagi aromás hetereolRfest R5 jelentem hidrogénatom, Cj.$ ahoksoport, Mögéhatom, mMeemjtoit, ámfeocsoport i»ono*C$.*,alktláminocsoporL"vagy di-C:.,<. alkdammoosopart; RE Rá Is R4 köz®! legalább az egyik jelentése mstoxicsoport, és a többi jelentésé egyenként -bltesgénatom, C*,mlkitempdti< baloglnaiom., nltroesoport, anLnoesopori, monoéi·* alkEasnlnóósóiprk vágy diRA-waikílamisoóso|30ít; Is ®f jeltniÉf hidrogénatom vagy nitroesöjRírtj;, amely ia:dálmazza az alábbi lépést (a) Cl) képiető vegyidemf:
0) (ahol az A gyira Is RE R*, Rj, Is R^ Jelentése a fent nwgadott) tós»1s savval j^gáiaí8ak,: amely TsC- s es M&amp;h közül megváhmz.tott, észtems, ketenos vagy atsídós oldószerben, spely sttLacefát, .me* ül-aeeták fenti j-aoetáí, izobutíLaeetát, aeeton, 2-bntanon, oiktohexanoo, eipppeníanonj dimelilíbrvnamid és dímetilacetamid közül megválasztott; vagy (fe) A gyűri jelentése a fenti, és Ad Is R2 jelentése egyeaMttt hidro- genatótit;: R2 Is Ad jelentése egyiilkébt ntetoxtcsopert) Lewis savval reagáliattmk, amely B F?v Ti€ h Is AiC'U közül aiegválasztott, Iszieres, ketonos vagy asnidős oldószerben, amely eíjhasetáb metibaoetáL botlbasetát, ízobuiLaemlt, alette* Sfeütaüön, éiklohexanon, dklopentanoi*. dimetilforínantld Is dimedlaeetajnid közdbategyálaSZtottoüKáala iriegszoíiíássaK bogy ha a Lewis pv RF5, akkor alkál i-· flm--feroznid vagy' atkáfifem-jodid jsleplétéfeep dolgozunk, vagy (c): (!) klplsti vegyületeL Cabol az A győri Is R! jelentése a fent megadott;; ls: &amp;E IL és R4 jelentési nmtoxfesoport) Lewis savval r|8gá|tatunk, amely BF*. TiCL ésAlCR közi! megválasztott, észteres, ketmos vagy amides oldószerben, amely etii-aeetát, metibaeeíáb bütlLaeetáL izobutil--aeeíátj acetoa, 2íbntanon, elklobezsoooj eiklopantanon, dimetiiferrnamkf Is dtmetdaeefamid1 közül megválasztott azzal a mlgszdtítássaL hogy ha « Lewis sav SFj, akkor aMlifem-Ammy vagy alkállíém-dodid jelem létében dolgozunk, amelynek során (2) képletü vegyületet kapunk:
m (ahol m A gyűrű es&amp;'vlVfli ás R* jelentése a fent Ragadott j, és ez «táp &amp;:|a§K$t ve-gyüfetet fenol sz&amp;M&amp;séik&amp;l yeagáh&amp;tjuk, amely fenol és paramiro-fenol feszül megválasztott* ífenil-klond vagy IbszíhoendfeloridL vagy Mfenll-fhsxit seárm&amp;zétc jelenlétében, amely tófeollrfbssdlt és trbparamífFö-feml-feszbí közül megválasztott, sav, %y késsé*, metánsznlfenssy.,: töfeolszolfensav vagy trife^rotetánszulfensav jelenlétében. I, A 2, Igénypont, ssserínll eljárás,, abof a trlfenb-foszflí szánnezékot sav jelen létében
HUE10010897A 2004-08-23 2005-08-23 Eljárás aminotiazol származék elõállítására és intermedier HUE027855T2 (hu)

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US (3) US8772528B2 (hu)
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KR (4) KR101246405B1 (hu)
CN (4) CN102040515B (hu)
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CN103387494B (zh) * 2012-05-10 2016-08-03 上海医药工业研究院 制备2-羟基-4,5-二甲氧基苯甲酸的方法
CN103387552B (zh) * 2012-05-10 2016-06-08 常州市第四制药厂有限公司 制备盐酸阿考替胺的方法
CN104447612A (zh) * 2013-09-16 2015-03-25 天津市汉康医药生物技术有限公司 阿考替胺水合物晶型及其制备方法和用途
CN103508893A (zh) * 2013-10-09 2014-01-15 江苏弘和药物研发有限公司 一种2-羟基-4,5-二甲氧基苯甲酸苯酯的合成方法
CN103896873B (zh) * 2013-10-23 2015-11-25 山东诚创医药技术开发有限公司 一种盐酸阿考替胺的精制方法
CN104592147A (zh) * 2013-10-30 2015-05-06 江苏豪森药业股份有限公司 盐酸阿考替胺中间体的制备方法
CN103665023B (zh) * 2013-12-23 2017-05-24 华润赛科药业有限责任公司 一种盐酸阿考替胺的合成方法
CN103980226A (zh) * 2014-05-10 2014-08-13 杭州新博思生物医药有限公司 盐酸阿考替胺水合物晶型及其制备方法
CN104003958A (zh) * 2014-05-30 2014-08-27 杭州新博思生物医药有限公司 新的盐酸阿考替胺水合物晶型及其制备方法
CN105237493A (zh) * 2014-07-07 2016-01-13 中美华世通生物医药科技（武汉）有限公司 阿考替胺盐酸盐水合物的ｉ晶型及其制备方法和用途
CN105315225A (zh) * 2014-07-07 2016-02-10 中美华世通生物医药科技（武汉）有限公司 阿考替胺的酸加成盐及其制备方法
CN105439977A (zh) * 2014-09-26 2016-03-30 广州朗圣药业有限公司 一种阿考替胺及其盐酸盐的制备方法
CN105481791B (zh) * 2015-12-09 2017-10-24 北京科莱博医药开发有限责任公司 一种盐酸阿考替胺二水合物的晶型及其制备方法与应用
CN105924406B (zh) * 2016-05-04 2018-04-10 河北国龙制药有限公司 一种盐酸阿考替胺三水合物的制备方法
CN106316979B (zh) * 2016-08-22 2018-11-27 山东罗欣药业集团股份有限公司 一种盐酸阿考替胺的制备方法
KR102364626B1 (ko) 2017-04-04 2022-02-17 엘지전자 주식회사 가습기
KR102453655B1 (ko) * 2017-10-25 2022-10-12 (주)헥사파마텍 아코티아미드의 개선된 제조방법
CN108358867A (zh) * 2018-05-05 2018-08-03 邳州易萨新型材料有限公司 一种盐酸阿考替胺的合成方法
CN109776447B (zh) * 2019-02-28 2021-03-02 常州市阳光药业有限公司 盐酸阿考替胺工业化生产方法

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