KR101763437B1 - (ｒ)- 및 (ｓ)- ｎ-(3,4-디플루오로-2-(2-플루오로-4-요오도페닐아미노)-6-메톡시페닐)-1-(2,3-디히드록시프로필)시클로프로판-1-술폰아미드 및 그의 보호된 유도체의 제조 - Google Patents

(ｒ)- 및 (ｓ)- ｎ-(3,4-디플루오로-2-(2-플루오로-4-요오도페닐아미노)-6-메톡시페닐)-1-(2,3-디히드록시프로필)시클로프로판-1-술폰아미드 및 그의 보호된 유도체의 제조 Download PDF

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KR101763437B1
KR101763437B1 KR1020127001737A KR20127001737A KR101763437B1 KR 101763437 B1 KR101763437 B1 KR 101763437B1 KR 1020127001737 A KR1020127001737 A KR 1020127001737A KR 20127001737 A KR20127001737 A KR 20127001737A KR 101763437 B1 KR101763437 B1 KR 101763437B1
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cyclopropane
difluoro
dimethyl
fluoro
dioxolan
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KR20120032536A (ko
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안드레아스 매더나
진-미셸 버니어
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아디아 바이오사이언스즈 인크.
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    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic 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
    • C07D317/14—Heterocyclic 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
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C317/18—Sulfones; 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic 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
    • C07D317/14—Heterocyclic 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
    • C07D317/26—Radicals substituted by doubly bound oxygen or sulfur atoms or by two such atoms singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems 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)
KR1020127001737A 2009-07-24 2010-07-10 (ｒ)- 및 (ｓ)- ｎ-(3,4-디플루오로-2-(2-플루오로-4-요오도페닐아미노)-6-메톡시페닐)-1-(2,3-디히드록시프로필)시클로프로판-1-술폰아미드 및 그의 보호된 유도체의 제조 Expired - Fee Related KR101763437B1 (ko)

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
KR20120032536A KR20120032536A (ko) 2012-04-05
KR101763437B1 true KR101763437B1 (ko) 2017-07-31

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KR1020127001737A Expired - Fee Related KR101763437B1 (ko) 2009-07-24 2010-07-10 (ｒ)- 및 (ｓ)- ｎ-(3,4-디플루오로-2-(2-플루오로-4-요오도페닐아미노)-6-메톡시페닐)-1-(2,3-디히드록시프로필)시클로프로판-1-술폰아미드 및 그의 보호된 유도체의 제조

Country Status (31)

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

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007121269A2 (en) * 2006-04-11 2007-10-25 Ardea Biosciences, Inc. N-aryl-n'alkyl sulfamides as mek inhibitors
US20080058340A1 (en) * 2005-07-21 2008-03-06 Ardea Biosciences, Inc. Derivatives of n-(arylamino) sulfonamides as inhibitors of mek
CN101454004A (zh) 2006-04-18 2009-06-10 阿迪亚生命科学公司 作为mek抑制剂的吡啶酮磺酰胺类和吡啶酮硫酰胺类

Family Cites Families (4)

* 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
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

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080058340A1 (en) * 2005-07-21 2008-03-06 Ardea Biosciences, Inc. Derivatives of n-(arylamino) sulfonamides as inhibitors of mek
WO2007121269A2 (en) * 2006-04-11 2007-10-25 Ardea Biosciences, Inc. N-aryl-n'alkyl sulfamides as mek inhibitors
CN101454004A (zh) 2006-04-18 2009-06-10 阿迪亚生命科学公司 作为mek抑制剂的吡啶酮磺酰胺类和吡啶酮硫酰胺类

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HK1171218A1 (en) 2013-03-22
JP5776115B2 (ja) 2015-09-09
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
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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