HRP20160018T1 - Postupak za pripremu [1s-]1-alfa, 2-alfa, 3-beta (1s*,2r*) 5-beta]]-3-[7-[2-(3,4-difluorofenil)-ciklopropilamino]-5-(propiltio)-3h-1,2,3-triazolo[4,5-d]pirimidin-3-il]-5-(2-hidroksietoksi)ciklopentan-1,2-diola i njegovih intermedijera - Google Patents

Postupak za pripremu [1s-]1-alfa, 2-alfa, 3-beta (1s*,2r*) 5-beta]]-3-[7-[2-(3,4-difluorofenil)-ciklopropilamino]-5-(propiltio)-3h-1,2,3-triazolo[4,5-d]pirimidin-3-il]-5-(2-hidroksietoksi)ciklopentan-1,2-diola i njegovih intermedijera Download PDF

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Publication number
HRP20160018T1
HRP20160018T1 HRP20160018TT HRP20160018T HRP20160018T1 HR P20160018 T1 HRP20160018 T1 HR P20160018T1 HR P20160018T T HRP20160018T T HR P20160018TT HR P20160018 T HRP20160018 T HR P20160018T HR P20160018 T1 HRP20160018 T1 HR P20160018T1
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HR
Croatia
Prior art keywords
compound
formula
image
reaction
beta
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HRP20160018TT
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English (en)
Inventor
Rhony Aufdenblatten
Martin Hans Bohlin
Helena HELLSTRÖM
Peter W Johansson
Ulf G Larsson
Mikaela Recknagel
Weiss (Pok.), Andreas
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Astrazeneca Ab
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=42005334&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=HRP20160018(T1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of HRP20160018T1 publication Critical patent/HRP20160018T1/hr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • 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
    • C07D317/44—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 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Saccharide Compounds (AREA)

Claims (5)

1. Postupak za pripremu spoja formule (I) [image] naznačen time da obuhvaća (a) reakciju spoja s formulom (II) [image] s oksalnom kiselinom da se dobije oksalatna sol spoja s formulom (II), pri čemu se reakcija provodi u etanolu ili u smjesi vode i etanola nakon čega se u reakcijsku smjesu dodaje izo-propilacetat; i (b) reakciju soli spoja s formulom (II) sa suviškom spoja s formulom (VI) [image] u prisutnosti trietilamina kod između 80° i 115°C uz koncentraciju kisika ispod 0.5% volumenski, da se dobije spoj s formulom (III) [image] i izolaciju spoja s formulom (III) u kristalnom obliku; i (c) reakciju spoja s formulom (III) s octenom kiselinom i natrijevim nitritom kod temperature između 20°C i 30°C da se dobije spoj s formulom (IV) [image] i (d) reakciju spoja s formulom (IV) sa spojem s formulom (VII) kod temperature jednake ili ispod 40°C [image] pri čemu se spoj s formulom (VII) dodaje u reakcijsku smjesu u koraku (d) kod brzine koja održava temperaturu reakcije na ili ispod 30°C, da se dobije spoj s formulom (V) [image] i (e) deprotekciju spoja s formulom (V) korištenjem vodene klorovodične kiseline u metanolu u dvofaznom sustavu da se dobije spoj s formulom (I).
2. Postupak prema zahtjevu 1, naznačen time da otapalo koje je korišteno u koraku (b) je etanol, izopropil alkohol ili etilen glikol.
3. Postupak prema zahtjevu 2, naznačen time da otapalo koje je korišteno u koraku (b) je etilen glikol.
4. Postupak prema bilo kojem od zahtjeva 1-3, naznačen time da se produkt iz koraka (c) upotrebljava u slijedećem reakcijskom koraku bez izolacije.
5. Oksalatna sol spoja s formulom (II) [image]
HRP20160018TT 2008-09-09 2016-01-08 Postupak za pripremu [1s-]1-alfa, 2-alfa, 3-beta (1s*,2r*) 5-beta]]-3-[7-[2-(3,4-difluorofenil)-ciklopropilamino]-5-(propiltio)-3h-1,2,3-triazolo[4,5-d]pirimidin-3-il]-5-(2-hidroksietoksi)ciklopentan-1,2-diola i njegovih intermedijera HRP20160018T1 (hr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US9534108P 2008-09-09 2008-09-09
EP09813307.7A EP2340252B1 (en) 2008-09-09 2009-09-08 A process for preparing [1s- ]1-alpha, 2-alpha, 3-beta (1s*, 2r*) 5-beta] ]-3- [7- [2- (3, 4-dif luorophenyl) -cyclopropylamino]- 5- (propylthio) -3h-1, 2, 3-triazolo [4, 5-d]pyrimidin-3-yl]-5- (2- hydroxyethoxy) cyclopentane-1, 2-diol and to its intermediates
PCT/SE2009/050999 WO2010030224A1 (en) 2008-09-09 2009-09-08 A process for preparing [1s- [1-alpha, 2-alpha, 3-beta (1s*, 2r*) 5-beta] ] -3- [7- [2- (3, 4-dif luorophenyl) -cyclopropylamino] - 5- (propylthio) -3h-1, 2, 3-triazolo [4, 5-d] pyrimidin-3-yl] -5- (2- hydroxyethoxy) cyclopentane-1, 2-diol and to its intermediates

Publications (1)

Publication Number Publication Date
HRP20160018T1 true HRP20160018T1 (hr) 2016-02-12

Family

ID=42005334

Family Applications (1)

Application Number Title Priority Date Filing Date
HRP20160018TT HRP20160018T1 (hr) 2008-09-09 2016-01-08 Postupak za pripremu [1s-]1-alfa, 2-alfa, 3-beta (1s*,2r*) 5-beta]]-3-[7-[2-(3,4-difluorofenil)-ciklopropilamino]-5-(propiltio)-3h-1,2,3-triazolo[4,5-d]pirimidin-3-il]-5-(2-hidroksietoksi)ciklopentan-1,2-diola i njegovih intermedijera

Country Status (20)

Country Link
US (1) US8563755B2 (hr)
EP (1) EP2340252B1 (hr)
JP (1) JP5656837B2 (hr)
KR (1) KR101669297B1 (hr)
CN (1) CN102149716A (hr)
AU (1) AU2009292269B2 (hr)
BR (1) BRPI0918038B1 (hr)
CA (1) CA2734454C (hr)
CL (1) CL2011000496A1 (hr)
DK (1) DK2340252T3 (hr)
ES (1) ES2558843T3 (hr)
HK (1) HK1159103A1 (hr)
HR (1) HRP20160018T1 (hr)
IL (1) IL211191A (hr)
MX (1) MX2011002505A (hr)
MY (1) MY156796A (hr)
RU (1) RU2509082C2 (hr)
SG (1) SG196805A1 (hr)
SI (1) SI2340252T1 (hr)
WO (1) WO2010030224A1 (hr)

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Also Published As

Publication number Publication date
BRPI0918038B1 (pt) 2021-07-13
JP5656837B2 (ja) 2015-01-21
IL211191A0 (en) 2011-04-28
EP2340252A1 (en) 2011-07-06
BRPI0918038A2 (pt) 2015-08-04
WO2010030224A1 (en) 2010-03-18
RU2509082C2 (ru) 2014-03-10
IL211191A (en) 2015-07-30
SI2340252T1 (sl) 2016-02-29
CN102149716A (zh) 2011-08-10
SG196805A1 (en) 2014-02-13
CA2734454A1 (en) 2010-03-18
CL2011000496A1 (es) 2011-08-26
RU2011109436A (ru) 2012-10-20
HK1159103A1 (zh) 2012-07-27
US20120101274A1 (en) 2012-04-26
MY156796A (en) 2016-03-31
AU2009292269A1 (en) 2010-03-18
CA2734454C (en) 2016-09-13
ES2558843T3 (es) 2016-02-09
EP2340252A4 (en) 2012-08-01
DK2340252T3 (en) 2016-01-18
KR101669297B1 (ko) 2016-10-25
MX2011002505A (es) 2011-04-07
JP2012502024A (ja) 2012-01-26
KR20110063460A (ko) 2011-06-10
AU2009292269B2 (en) 2012-11-01
EP2340252B1 (en) 2015-11-11
US8563755B2 (en) 2013-10-22

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