CN101006048B - 合成适用作cpla2抑制剂的c-2、c-3取代的n-烷基化吲哚的方法 - Google Patents

合成适用作cpla2抑制剂的c-2、c-3取代的n-烷基化吲哚的方法 Download PDF

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Publication number
CN101006048B
CN101006048B CN2005800280209A CN200580028020A CN101006048B CN 101006048 B CN101006048 B CN 101006048B CN 2005800280209 A CN2005800280209 A CN 2005800280209A CN 200580028020 A CN200580028020 A CN 200580028020A CN 101006048 B CN101006048 B CN 101006048B
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formula
compounds
alkyl
alkali
reaction
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Expired - Fee Related
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Chinese (zh)
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CN101006048A (zh
Inventor
罗纳德·S·米夏拉克
马哈茂德·莱文特
弗雷德里克·J·维维尔伯格
阿拉·R·博亚简
帕诺利尔·拉夫恩德拉纳特
米歇尔·康坦
艾伦·斯托克顿
迈克尔·W·温克利
穆斯米·高希
克里斯托夫·德恩哈特
查尔斯·吉诺斯欧
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Wyeth LLC
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Wyeth LLC
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/14—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404—Indoles, e.g. pindolol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/38—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reaction of ammonia or amines with sulfonic acids, or with esters, anhydrides, or halides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/12—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
    • C07C311/13—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings the carbon skeleton containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Indole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
CN2005800280209A 2004-08-19 2005-08-18 合成适用作cpla2抑制剂的c-2、c-3取代的n-烷基化吲哚的方法 Expired - Fee Related CN101006048B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US60312404P 2004-08-19 2004-08-19
US60/603,124 2004-08-19
PCT/US2005/029338 WO2006023611A1 (en) 2004-08-19 2005-08-18 Process for the synthesis c-2, c-3 substituted n-alkylated indoles useful as cpla2 inhibitors

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CN201010200760A Division CN101830837A (zh) 2004-08-19 2005-08-18 合成适用作cpla2抑制剂的c-2、c-3取代的n-烷基化吲哚的方法

Publications (2)

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CN101006048A CN101006048A (zh) 2007-07-25
CN101006048B true CN101006048B (zh) 2011-07-06

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CN2005800280209A Expired - Fee Related CN101006048B (zh) 2004-08-19 2005-08-18 合成适用作cpla2抑制剂的c-2、c-3取代的n-烷基化吲哚的方法
CN201010200760A Pending CN101830837A (zh) 2004-08-19 2005-08-18 合成适用作cpla2抑制剂的c-2、c-3取代的n-烷基化吲哚的方法

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Country Status (24)

Country Link
US (3) US7582772B2 (https=)
EP (1) EP1778629B1 (https=)
JP (1) JP2008510707A (https=)
KR (1) KR20070043036A (https=)
CN (2) CN101006048B (https=)
AR (1) AR053410A1 (https=)
AT (1) ATE517084T1 (https=)
AU (1) AU2005277392A1 (https=)
BR (1) BRPI0514431A (https=)
CA (1) CA2576008A1 (https=)
CR (1) CR8936A (https=)
EC (1) ECSP077244A (https=)
GT (1) GT200500224A (https=)
HN (1) HN2005000474A (https=)
IL (1) IL181364A0 (https=)
MX (1) MX2007002042A (https=)
NO (1) NO20071253L (https=)
PE (1) PE20060628A1 (https=)
RU (1) RU2401829C2 (https=)
SG (1) SG155214A1 (https=)
SV (1) SV2006002200A (https=)
TW (1) TW200609214A (https=)
UA (1) UA85428C2 (https=)
WO (1) WO2006023611A1 (https=)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7605156B2 (en) 2001-12-03 2009-10-20 Wyeth Methods for the use of inhibitors of cytosolic phospholipase A2
US7713964B2 (en) * 2001-12-03 2010-05-11 Wyeth Llc Methods for treating asthmatic conditions
US7342119B2 (en) * 2003-09-30 2008-03-11 Wyeth Holdings Corporation Process for the synthesis of a CPLA2 inhibitor
HN2004000536A (es) 2003-12-16 2009-02-18 Wyeth Corp Un procediemiento de sintesis para la alquilacion reductiva de la posicon c-3 de indoles
GT200600228A (es) * 2005-05-27 2006-12-26 Inhibidores de la fosfolipasa a2 citosolica
BRPI0718042A2 (pt) * 2006-10-31 2013-11-12 Wyeth Corp Formulações semissólidas de inibidores de enzima fosfolipase
EP2104498A2 (en) * 2006-10-31 2009-09-30 Wyeth Liquid formulations of phospholipase enzyme inhibitors

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005012238A1 (en) * 2003-07-25 2005-02-10 Wyeth Process for the preparation of cpla2 inhibitors

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02115157A (ja) * 1988-10-24 1990-04-27 Hokko Chem Ind Co Ltd スルホニルグリシン誘導体および除草剤
ATE440824T1 (de) * 1999-12-09 2009-09-15 Bayer Cropscience Ag Nitro-sulfobenzamide
US7101875B2 (en) * 2001-12-03 2006-09-05 Wyeth Methods for treating arthritic disorders
US7713964B2 (en) * 2001-12-03 2010-05-11 Wyeth Llc Methods for treating asthmatic conditions
US6797708B2 (en) * 2001-12-03 2004-09-28 Wyeth Inhibitors of cytosolic phospholipase A2
US7605156B2 (en) 2001-12-03 2009-10-20 Wyeth Methods for the use of inhibitors of cytosolic phospholipase A2
US6984735B2 (en) * 2001-12-03 2006-01-10 Wyeth Process for making an aldehyde
JP4657605B2 (ja) * 2001-12-03 2011-03-23 ワイス・エルエルシー 細胞質内ホスホリパーゼａ２の阻害剤
US6635771B2 (en) * 2001-12-03 2003-10-21 Wyeth N-benzhydryl indole compounds
WO2005012235A1 (en) 2003-07-29 2005-02-10 Ciba Specialty Chemicals Holding Inc. 3-aryl-2-cyano-3-hydroxy-acrylic acid derivatives
US7582771B2 (en) * 2003-09-03 2009-09-01 Wyeth Process for the synthesis of cPLA2 inhibitors
US7342119B2 (en) * 2003-09-30 2008-03-11 Wyeth Holdings Corporation Process for the synthesis of a CPLA2 inhibitor
HN2004000536A (es) * 2003-12-16 2009-02-18 Wyeth Corp Un procediemiento de sintesis para la alquilacion reductiva de la posicon c-3 de indoles

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005012238A1 (en) * 2003-07-25 2005-02-10 Wyeth Process for the preparation of cpla2 inhibitors

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
Julie E.Appleton et al..A Mild and Selective C-3 Reductive Alkylation of Indoles.Tetrahedron Letters34 9.1993,34(9),1529-1532.
Julie E.Appleton et al..A Mild and Selective C-3 Reductive Alkylation of Indoles.Tetrahedron Letters34 9.1993,34(9),1529-1532. *
Maria Chiara Fagnola et al..Solid-Phase Synthesis of Indoles Using thePalladium-Catalysed Coupling of Alkynes with IodoanilineDerivatives.Tetrahedron Letters38 13.1997,38(13),2307-2310.
Maria Chiara Fagnola et al..Solid-Phase Synthesis of Indoles Using thePalladium-Catalysed Coupling of Alkynes with IodoanilineDerivatives.Tetrahedron Letters38 13.1997,38(13),2307-2310. *

Also Published As

Publication number Publication date
IL181364A0 (en) 2007-07-04
HN2005000474A (es) 2009-04-07
RU2007105231A (ru) 2008-09-27
US20090306428A1 (en) 2009-12-10
CN101006048A (zh) 2007-07-25
SV2006002200A (es) 2006-05-09
PE20060628A1 (es) 2006-08-14
NO20071253L (no) 2007-05-15
WO2006023611A1 (en) 2006-03-02
US8034960B2 (en) 2011-10-11
TW200609214A (en) 2006-03-16
MX2007002042A (es) 2007-03-29
ECSP077244A (es) 2007-03-29
CA2576008A1 (en) 2006-03-02
RU2401829C2 (ru) 2010-10-20
EP1778629B1 (en) 2011-07-20
KR20070043036A (ko) 2007-04-24
CN101830837A (zh) 2010-09-15
JP2008510707A (ja) 2008-04-10
AU2005277392A1 (en) 2006-03-02
US20060041005A1 (en) 2006-02-23
SG155214A1 (en) 2009-09-30
GT200500224A (es) 2006-03-21
BRPI0514431A (pt) 2008-06-10
US7582772B2 (en) 2009-09-01
CR8936A (es) 2007-04-26
AR053410A1 (es) 2007-05-09
ATE517084T1 (de) 2011-08-15
EP1778629A1 (en) 2007-05-02
UA85428C2 (ru) 2009-01-26
US7842837B2 (en) 2010-11-30
US20110054189A1 (en) 2011-03-03

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