GB2514285A - Intermediates for a novel process of preparing imatinib and related tyrosine kinase inhibitors - Google Patents
Intermediates for a novel process of preparing imatinib and related tyrosine kinase inhibitors Download PDFInfo
- Publication number
- GB2514285A GB2514285A GB1414378.8A GB201414378A GB2514285A GB 2514285 A GB2514285 A GB 2514285A GB 201414378 A GB201414378 A GB 201414378A GB 2514285 A GB2514285 A GB 2514285A
- Authority
- GB
- United Kingdom
- Prior art keywords
- intermediates
- tyrosine kinase
- kinase inhibitors
- novel process
- related tyrosine
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 239000005517 L01XE01 - Imatinib Substances 0.000 title abstract 2
- 229960002411 imatinib Drugs 0.000 title abstract 2
- KTUFNOKKBVMGRW-UHFFFAOYSA-N imatinib Chemical compound C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=C(NC=3N=C(C=CN=3)C=3C=NC=CC=3)C(C)=CC=2)C=C1 KTUFNOKKBVMGRW-UHFFFAOYSA-N 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title abstract 2
- 229940121358 tyrosine kinase inhibitor Drugs 0.000 title abstract 2
- 239000005483 tyrosine kinase inhibitor Substances 0.000 title abstract 2
- LUXZSFUVMDGVNE-UHFFFAOYSA-N 2-anilino-1h-pyrimidin-6-one Chemical class OC1=CC=NC(NC=2C=CC=CC=2)=N1 LUXZSFUVMDGVNE-UHFFFAOYSA-N 0.000 abstract 1
- 239000005536 L01XE08 - Nilotinib Substances 0.000 abstract 1
- 229960001346 nilotinib Drugs 0.000 abstract 1
- HHZIURLSWUIHRB-UHFFFAOYSA-N nilotinib Chemical compound C1=NC(C)=CN1C1=CC(NC(=O)C=2C=C(NC=3N=C(C=CN=3)C=3C=NC=CC=3)C(C)=CC=2)=CC(C(F)(F)F)=C1 HHZIURLSWUIHRB-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
4-Oxo-2-phenylaminopyrimidine derivatives as intermediates for synth of tyrosine kinase inhibitors, in particular imatinib and nilotinib.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP12155116 | 2012-02-13 | ||
EP12155117 | 2012-02-13 | ||
EP12198885 | 2012-12-21 | ||
PCT/EP2013/052790 WO2013120852A1 (en) | 2012-02-13 | 2013-02-12 | Intermediates for a novel process of preparing imatinib and related tyrosine kinase inhibitors |
Publications (3)
Publication Number | Publication Date |
---|---|
GB201414378D0 GB201414378D0 (en) | 2014-09-24 |
GB2514285A true GB2514285A (en) | 2014-11-19 |
GB2514285B GB2514285B (en) | 2018-07-18 |
Family
ID=47757568
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1414378.8A Expired - Fee Related GB2514285B (en) | 2012-02-13 | 2013-02-12 | Intermediates for a novel process of preparing imatinib and related tyrosine kinase inhibitors |
Country Status (2)
Country | Link |
---|---|
GB (1) | GB2514285B (en) |
WO (1) | WO2013120852A1 (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105985293B (en) * | 2015-03-04 | 2018-04-03 | 埃斯特维华义制药有限公司 | The preparation method of AMN107 intermediate |
US10000470B1 (en) * | 2015-05-26 | 2018-06-19 | Asymchem Laboratories (Tianjin) Co., Ltd | Method for preparing nilotinib |
US11091466B2 (en) | 2017-03-17 | 2021-08-17 | Cardio Therapeutics Pty Ltd | Heterocyclic inhibitors of PCSK9 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2008070350A2 (en) * | 2006-10-27 | 2008-06-12 | The Board Of Regents Of The University Of Texas System | Methods and compositions related to wrapping of dehydrons |
WO2008135980A1 (en) * | 2007-05-02 | 2008-11-13 | Chemagis Ltd. | Imatinib production process |
WO2009065910A2 (en) * | 2007-11-21 | 2009-05-28 | ECZACIBASI-ZENTIVA Kimyasal Ürünler Sanayi ve Ticaret A.S. | Novel acid addition salts of imatinib and formulations comprising the same |
WO2010009402A2 (en) * | 2008-07-17 | 2010-01-21 | Teva Pharmaceutical Industries Ltd. | Nilotinib intermediates and preparation thereof |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW225528B (en) | 1992-04-03 | 1994-06-21 | Ciba Geigy Ag | |
US5521184A (en) | 1992-04-03 | 1996-05-28 | Ciba-Geigy Corporation | Pyrimidine derivatives and processes for the preparation thereof |
GB0202873D0 (en) | 2002-02-07 | 2002-03-27 | Novartis Ag | Organic compounds |
US7507821B2 (en) | 2004-12-30 | 2009-03-24 | Chemagis Ltd. | Process for preparing Imatinib |
SA06270147B1 (en) | 2005-06-09 | 2009-12-22 | نوفارتيس ايه جي | Process for the Synthesis Of 5-(methyl-1h-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine |
GT200600315A (en) | 2005-07-20 | 2007-03-19 | CRYSTAL FORMS OF 4-METHYL-N- [3- (4-METHYL-IMIDAZOL-1-ILO) -5-TRIFLUOROMETILO-PHENYL] -3- (4-PYRIDINA-3-ILO-PIRIMIDINA-2-ILOAMINO) -BENZAMIDA | |
KR101420892B1 (en) | 2006-11-16 | 2014-07-17 | 에프.아이.에스. 파브리카 이탈리아나 신테티치 에스.피.에이. | Process for the preparation of Imatinib and intermediates thereof |
CN100451015C (en) | 2007-02-14 | 2009-01-14 | 杭州盛美医药科技开发有限公司 | Preparing method of imatinib |
RU2329260C1 (en) | 2007-02-20 | 2008-07-20 | Юрий Иосифович Копырин | Method of obtaining 2-anilinopyrimidines or their salts (options) |
CN101497601B (en) | 2008-01-29 | 2012-11-07 | 福建南方制药股份有限公司 | Process for synthesizing imatinib |
PL215042B1 (en) | 2008-08-01 | 2013-10-31 | Temapharm Spolka Z Ograniczona Odpowiedzialnoscia | Method of imatinib manufacturing |
US8912325B2 (en) | 2011-03-31 | 2014-12-16 | Ind-Swift Laboratories Limited | Process for preparation of imatinib and its mesylate salt |
-
2013
- 2013-02-12 WO PCT/EP2013/052790 patent/WO2013120852A1/en active Application Filing
- 2013-02-12 GB GB1414378.8A patent/GB2514285B/en not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2008070350A2 (en) * | 2006-10-27 | 2008-06-12 | The Board Of Regents Of The University Of Texas System | Methods and compositions related to wrapping of dehydrons |
WO2008135980A1 (en) * | 2007-05-02 | 2008-11-13 | Chemagis Ltd. | Imatinib production process |
WO2009065910A2 (en) * | 2007-11-21 | 2009-05-28 | ECZACIBASI-ZENTIVA Kimyasal Ürünler Sanayi ve Ticaret A.S. | Novel acid addition salts of imatinib and formulations comprising the same |
WO2010009402A2 (en) * | 2008-07-17 | 2010-01-21 | Teva Pharmaceutical Industries Ltd. | Nilotinib intermediates and preparation thereof |
Non-Patent Citations (3)
Title |
---|
FU-AN KANG ET AL: "Pd-Catalyzed Direct Arylation of Tautomerizable Heterocycles with Aryl Boronic Acids via C-OH Bond Activation Using Phosphonium Salts", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 130, no. 34, 1 August 2008 (2008-08-01), pages 11300-11302, XP055023170, ISSN: 0002-7863, DOI: 10. * |
WEI-SHENG HUANG ET AL: "An Efficient Synthesis of Nilotinib (AMN107)", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE, no. 14, 1 January 2007 (2007-01-01), pages 2121-2124, XP002572746, ISSN: 0039-7881, DOI: 10.1055/S-2007-983754 [retrieved on 2007-07-03] * |
ZIMMERMANN J ET AL: "Phenylamino-pyrimidine (PAP) - derivatives: a new class of potent and highly selective PDGF-receptor autophosphorylation inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, PERGAMON, ELSEVIER SCIENCE, GB, vol. 6, no. 11, 4 June 1996 (1996-06-04), pages 1221-1226, XP004134858, * |
Also Published As
Publication number | Publication date |
---|---|
GB2514285B (en) | 2018-07-18 |
GB201414378D0 (en) | 2014-09-24 |
WO2013120852A4 (en) | 2013-10-10 |
WO2013120852A1 (en) | 2013-08-22 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 20210212 |