PE20090824A1 - Proceso para la preparacion de trifluoralquil-fenil sulfonamidas y de sulfonamidas heterociclicas - Google Patents

Proceso para la preparacion de trifluoralquil-fenil sulfonamidas y de sulfonamidas heterociclicas

Info

Publication number
PE20090824A1
PE20090824A1 PE2008001177A PE2008001177A PE20090824A1 PE 20090824 A1 PE20090824 A1 PE 20090824A1 PE 2008001177 A PE2008001177 A PE 2008001177A PE 2008001177 A PE2008001177 A PE 2008001177A PE 20090824 A1 PE20090824 A1 PE 20090824A1
Authority
PE
Peru
Prior art keywords
sulfonamides
phenyl
reacting
convert
reduce
Prior art date
Application number
PE2008001177A
Other languages
English (en)
Inventor
Terrence Joseph Connolly
Anita Wai-Yin Chan
Zhixian Ding
Mousumi R Ghosh
Xinxu Shi
Jiaxin Ren
Eric Hansen
Roger Farr
Michael Macewan
Asaf Alimardanov
Antonia Nikitenko
John Potoski
Original Assignee
Wyeth Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wyeth Corp filed Critical Wyeth Corp
Publication of PE20090824A1 publication Critical patent/PE20090824A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/108—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C07D263/26—Oxygen atoms attached in position 2 with hetero atoms or acyl radicals directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/34—Sulfur atoms

Abstract

REFERIDA A UN METODO DE PREPARACION DE UN COMPUESTO DE SULFONAMIDA DE FORMULA (I), DONDE R1 ES ALQUILO C1-C10, CICLOALQUILO C3-C8, ENTRE OTROS; R2 ES ARILO C6-C14, HETEROARILO DE 5 A 14 MIEMBROS, ENTRE OTROS; DONDE DICHO METODO CONSISTE EN HACER REACCIONAR N-TRIFLURACETILMORFOLINA CON R1MgX O R1Li PARA FORMAR R1C(O)CF3, DONDE X ES Br, Cl O I; CONDENSAR R1C(O)CF3 CON UN REACTIVO DE FOSFONOACETATO PARA FORMAR EtO2C-CH=C(R1)(CF3); HIDROLIZAR PARA FORMAR R1C(CF3)=CHCO2H Y CONVERTIRLO EN UN ANHIDRIDO MIXTO; HACER REACCIONAR DICHO ANHIDRIDO CON UN COMPUESTO AUXILIAR QUIRAL TAL COMO UNA OXAZOLIDINONA O UNA IMIDAZOLIDINONA; REDUCIR; CONVERTIR EL PRODUCTO EN UNA AZIDA Y LUEGO A UNA SAL DE AMINA; REDUCIR DICHA SAL DE AMINA A UNA SAL DE AMINO ALCOHOL DE ESTRUCTURA (II) Y HACERLA REACCIONAR CON R2SO2LG, SIENDO LG UN GRUPO SALIENTE TAL COMO Cl, Br O SULFONATO. UN COMPUESTO PREFERIDO PREPARADO MEDIANTE EL PRESENTE METODO ES [(1S,2R)-2-(3,5-DIFLUOR-FENIL)-3,3,3-TRIFLUOR-1-HIDROXIMETIL-PROPIL]-AMIDA DE ACIDO 5-CLORO-TIOFEN-2-SULFONICO
PE2008001177A 2007-07-16 2008-07-14 Proceso para la preparacion de trifluoralquil-fenil sulfonamidas y de sulfonamidas heterociclicas PE20090824A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US95965907P 2007-07-16 2007-07-16

Publications (1)

Publication Number Publication Date
PE20090824A1 true PE20090824A1 (es) 2009-07-24

Family

ID=40260327

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2008001177A PE20090824A1 (es) 2007-07-16 2008-07-14 Proceso para la preparacion de trifluoralquil-fenil sulfonamidas y de sulfonamidas heterociclicas

Country Status (7)

Country Link
US (1) US20090023903A1 (es)
AR (1) AR067534A1 (es)
CL (1) CL2008002058A1 (es)
PA (1) PA8789601A1 (es)
PE (1) PE20090824A1 (es)
TW (1) TW200911778A (es)
WO (1) WO2009012201A2 (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1780829B (zh) * 2003-03-31 2010-12-29 惠氏公司 β淀粉样蛋白生成抑制剂含氟和三氟烷基杂环磺酰胺及其衍生物
US9223217B2 (en) * 2010-02-19 2015-12-29 International Business Machines Corporation Sulfonamide-containing topcoat and photoresist additive compositions and methods of use
US9223209B2 (en) * 2010-02-19 2015-12-29 International Business Machines Corporation Sulfonamide-containing photoresist compositions and methods of use
CN102964233A (zh) * 2012-11-18 2013-03-13 大连九信生物化工科技有限公司 一种3,5-二氟三氟甲基苯酮的合成方法
CN103214413B (zh) * 2013-03-22 2015-05-13 郑州泰基鸿诺药物科技有限公司 一种含杂环的三氟甲基酮化合物及其制备方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2703802A (en) * 1953-08-20 1955-03-08 Dow Chemical Co 4-(trifluoroacetyl) morpholine
US5461162A (en) * 1994-07-27 1995-10-24 Merck & Co., Inc. Process of synthesizing n-acyl auxiliaries
US5594134A (en) * 1995-03-31 1997-01-14 Merck & Co., Inc. Process of synthesizing N-acyl auxiliaries
EP1341779B1 (en) * 2000-12-13 2006-06-21 Wyeth Heterocyclic sulfonamide inhibitors of beta amyloid production
RU2321394C2 (ru) * 2002-06-11 2008-04-10 Уайт Замещенные фенилсульфонамидные ингибиторы продуцирования бета-амилоида
CN1780829B (zh) * 2003-03-31 2010-12-29 惠氏公司 β淀粉样蛋白生成抑制剂含氟和三氟烷基杂环磺酰胺及其衍生物
DE602005016775D1 (de) * 2004-01-16 2009-11-05 Wyeth Corp Heterocyclische, ein azol enthaltende sulfonamidinhibitoren der beta-amyloid-produktion
BRPI0707741A2 (pt) * 2006-02-17 2011-05-10 Wyeth Corp mÉtodos para preparar um amino Álcool, ou sal do mesmo, e um Álcool substituÍdo por sulfonamida
CA2637615A1 (en) * 2006-02-17 2007-08-30 Wyeth Selective n-sulfonylation of 2-amino trifluoroalkyl substituted alcohols
US7550629B2 (en) * 2006-04-21 2009-06-23 Wyeth Trifluoromethyl-containing phenylsulfonamide beta amyloid inhibitors
US7476762B2 (en) * 2006-04-21 2009-01-13 Wyeth Methods for preparing sulfonamide compounds

Also Published As

Publication number Publication date
AR067534A1 (es) 2009-10-14
WO2009012201A3 (en) 2009-07-02
CL2008002058A1 (es) 2008-11-14
WO2009012201A2 (en) 2009-01-22
US20090023903A1 (en) 2009-01-22
PA8789601A1 (es) 2009-02-09
TW200911778A (en) 2009-03-16

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