JP5776115B2 - (r)−および(s)−n−(3,4−ジフルオロ−2−(2−フルオロ−4−ヨードフェニルアミノ)−6−メトキシフェニル)−1−(2,3−ジヒドロキシプロピル)シクロプロパン−1−スルホンアミドの調製と、その保護された誘導体 - Google Patents

(r)−および(s)−n−(3,4−ジフルオロ−2−(2−フルオロ−4−ヨードフェニルアミノ)−6−メトキシフェニル)−1−(2,3−ジヒドロキシプロピル)シクロプロパン−1−スルホンアミドの調製と、その保護された誘導体 Download PDF

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JP5776115B2
JP5776115B2 JP2012520927A JP2012520927A JP5776115B2 JP 5776115 B2 JP5776115 B2 JP 5776115B2 JP 2012520927 A JP2012520927 A JP 2012520927A JP 2012520927 A JP2012520927 A JP 2012520927A JP 5776115 B2 JP5776115 B2 JP 5776115B2
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dimethyl
cyclopropane
difluoro
fluoro
dioxolan
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JP2013500242A (ja
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マダーナ アンドレアス
マダーナ アンドレアス
ミシェル ベルニエール ジャン
ミシェル ベルニエール ジャン
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アルデア バイオサイエンシズ,インコーポレイティド
アルデア バイオサイエンシズ,インコーポレイティド
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/38Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/80Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
    • C07C317/16Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C317/18Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18Radicals substituted by singly bound oxygen or sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/26Radicals substituted by doubly bound oxygen or sulfur atoms or by two such atoms singly bound to the same carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/02Systems containing only non-condensed rings with a three-membered ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Indole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
JP2012520927A 2009-07-24 2010-07-10 (r)−および(s)−n−(3,4−ジフルオロ−2−(2−フルオロ−4−ヨードフェニルアミノ)−6−メトキシフェニル)−1−(2,3−ジヒドロキシプロピル)シクロプロパン−1−スルホンアミドの調製と、その保護された誘導体 Expired - Fee Related JP5776115B2 (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US22850109P 2009-07-24 2009-07-24
US22850909P 2009-07-24 2009-07-24
US61/228,501 2009-07-24
US61/228,509 2009-07-24
PCT/EP2010/004222 WO2011009541A1 (en) 2009-07-24 2010-07-10 Preparation of (r)- and (s)-n-(3, 4-difluoro-2-(2-fluoro-4-iodophenylamino)--6-methoxyphenyl) -1- (2, 3-dihydroxypropyl)cyclopropane-1-sulfonamide and protected derivatives thereof

Publications (2)

Publication Number Publication Date
JP2013500242A JP2013500242A (ja) 2013-01-07
JP5776115B2 true JP5776115B2 (ja) 2015-09-09

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JP2012520927A Expired - Fee Related JP5776115B2 (ja) 2009-07-24 2010-07-10 (r)−および(s)−n−(3,4−ジフルオロ−2−(2−フルオロ−4−ヨードフェニルアミノ)−6−メトキシフェニル)−1−(2,3−ジヒドロキシプロピル)シクロプロパン−1−スルホンアミドの調製と、その保護された誘導体

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Country Link
US (3) US8513443B2 (https=)
EP (1) EP2462111B1 (https=)
JP (1) JP5776115B2 (https=)
KR (1) KR101763437B1 (https=)
CN (2) CN103848808B (https=)
AR (1) AR079183A1 (https=)
AU (1) AU2010275780B2 (https=)
BR (1) BR112012001592A2 (https=)
CA (2) CA2990097A1 (https=)
CL (1) CL2012000192A1 (https=)
CO (1) CO6491075A2 (https=)
CR (1) CR20120044A (https=)
CU (1) CU24113B1 (https=)
DO (1) DOP2012000017A (https=)
EA (1) EA023623B1 (https=)
EC (1) ECSP12011621A (https=)
GT (1) GT201200017A (https=)
HN (1) HN2012000142A (https=)
IL (1) IL217312A (https=)
IN (1) IN2012DN00696A (https=)
MA (1) MA33452B1 (https=)
MX (2) MX2012001063A (https=)
MY (1) MY160421A (https=)
NZ (1) NZ597738A (https=)
PE (1) PE20120573A1 (https=)
PH (1) PH12014500158B1 (https=)
SG (1) SG177535A1 (https=)
TN (1) TN2012000027A1 (https=)
TW (1) TWI524890B (https=)
UY (1) UY32800A (https=)
WO (1) WO2011009541A1 (https=)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI524890B (zh) * 2009-07-24 2016-03-11 亞德生化公司 (r)-n-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羥丙基)環丙烷-1-磺醯胺及(s)-n-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羥丙基)環丙烷-1-磺醯胺之製備
PH12013502446A1 (en) * 2011-05-27 2014-01-20 Bayer Ip Gmbh Chiral synthesis of n-{3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]-6-methoxyphenyl}-1-[2,3-dihydroxy-propyl]cyclopropanesulfonamides
JPWO2013094546A1 (ja) * 2011-12-19 2015-04-27 住友化学株式会社 スルホン酸塩の製造方法
EP2848246A1 (en) 2013-09-13 2015-03-18 Bayer Pharma Aktiengesellschaft Pharmaceutical compositions containing refametinib

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SI1912636T1 (sl) * 2005-07-21 2014-08-29 Ardea Biosciences, Inc. N-(arilamino)-sulfonamidni inhibitorji MEK
US8101799B2 (en) * 2005-07-21 2012-01-24 Ardea Biosciences Derivatives of N-(arylamino) sulfonamides as inhibitors of MEK
US7842836B2 (en) 2006-04-11 2010-11-30 Ardea Biosciences N-aryl-N'alkyl sulfamides as MEK inhibitors
MX2008013097A (es) 2006-04-18 2008-10-27 Ardea Biosciences Inc Piridona sulfonamidas y piridona sulfamidas como inhibidores de metiletilcetona.
UA99731C2 (ru) * 2007-07-30 2012-09-25 Ардеа Биосайенсис, Инк Кристаллические полиморфные формы n-(ариламино)сульфонамидов как ингибиторы мэк, композиция (варианты) и применение
US8808742B2 (en) * 2008-04-14 2014-08-19 Ardea Biosciences, Inc. Compositions and methods for preparing and using same
TWI524890B (zh) * 2009-07-24 2016-03-11 亞德生化公司 (r)-n-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羥丙基)環丙烷-1-磺醯胺及(s)-n-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羥丙基)環丙烷-1-磺醯胺之製備

Also Published As

Publication number Publication date
HK1171218A1 (en) 2013-03-22
US8513443B2 (en) 2013-08-20
JP2013500242A (ja) 2013-01-07
DOP2012000017A (es) 2012-05-15
CN102471246A (zh) 2012-05-23
BR112012001592A2 (pt) 2016-03-08
PH12014500158A1 (en) 2015-09-07
CR20120044A (es) 2012-03-12
IL217312A (en) 2017-02-28
CN102471246B (zh) 2015-08-26
US9296686B2 (en) 2016-03-29
CL2012000192A1 (es) 2012-10-05
IL217312A0 (en) 2012-02-29
US20150274651A1 (en) 2015-10-01
AU2010275780A1 (en) 2012-02-02
MX2012001063A (es) 2012-03-26
EA023623B1 (ru) 2016-06-30
TN2012000027A1 (en) 2013-09-19
UY32800A (es) 2011-01-31
IN2012DN00696A (https=) 2015-06-19
KR20120032536A (ko) 2012-04-05
WO2011009541A1 (en) 2011-01-27
AR079183A1 (es) 2012-01-04
EP2462111A1 (en) 2012-06-13
CN103848808B (zh) 2016-02-10
EP2462111B1 (en) 2016-03-30
SG177535A1 (en) 2012-03-29
ECSP12011621A (es) 2012-02-29
AU2010275780B2 (en) 2015-10-22
EA201200175A1 (ru) 2012-12-28
CA2768788C (en) 2018-01-09
CU20120014A7 (es) 2012-06-21
MX344965B (es) 2017-01-12
KR101763437B1 (ko) 2017-07-31
MA33452B1 (fr) 2012-07-03
CN103848808A (zh) 2014-06-11
CA2768788A1 (en) 2011-01-27
PE20120573A1 (es) 2012-05-17
NZ597738A (en) 2014-03-28
TWI524890B (zh) 2016-03-11
CA2990097A1 (en) 2011-01-27
CU24113B1 (es) 2015-08-27
TW201113017A (en) 2011-04-16
US20130261320A1 (en) 2013-10-03
US20120178946A1 (en) 2012-07-12
PH12014500158B1 (en) 2015-09-07
HN2012000142A (es) 2015-06-08
CO6491075A2 (es) 2012-07-31
US8884058B2 (en) 2014-11-11
GT201200017A (es) 2013-12-19
MY160421A (en) 2017-03-15
HK1198364A1 (zh) 2015-04-10

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