TR200401671T1 - Piridin benzimidazol sülfinil bileşiklerinin sentesi sırasında oluşan sulfon analoglarının elimine edilmesi yöntemi - Google Patents
Piridin benzimidazol sülfinil bileşiklerinin sentesi sırasında oluşan sulfon analoglarının elimine edilmesi yöntemiInfo
- Publication number
- TR200401671T1 TR200401671T1 TR2004/01671T TR200401671T TR200401671T1 TR 200401671 T1 TR200401671 T1 TR 200401671T1 TR 2004/01671 T TR2004/01671 T TR 2004/01671T TR 200401671 T TR200401671 T TR 200401671T TR 200401671 T1 TR200401671 T1 TR 200401671T1
- Authority
- TR
- Turkey
- Prior art keywords
- eliminating
- formula
- sulfone
- synthesis
- compounds
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 150000003457 sulfones Chemical class 0.000 title abstract 3
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- IQPSEEYGBUAQFF-UHFFFAOYSA-N Pantoprazole Chemical compound COC1=CC=NC(CS(=O)C=2NC3=CC=C(OC(F)F)C=C3N=2)=C1OC IQPSEEYGBUAQFF-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- SIXIIKVOZAGHPV-UHFFFAOYSA-N lansoprazole Chemical compound CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=C[CH]C2=N1 SIXIIKVOZAGHPV-UHFFFAOYSA-N 0.000 abstract 1
- 229960003174 lansoprazole Drugs 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- SBQLYHNEIUGQKH-UHFFFAOYSA-N omeprazole Chemical compound N1=C2[CH]C(OC)=CC=C2N=C1S(=O)CC1=NC=C(C)C(OC)=C1C SBQLYHNEIUGQKH-UHFFFAOYSA-N 0.000 abstract 1
- 229960000381 omeprazole Drugs 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229960005019 pantoprazole Drugs 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 235000015320 potassium carbonate Nutrition 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 150000003839 salts Chemical group 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 abstract 1
- 150000003462 sulfoxides Chemical class 0.000 abstract 1
- 150000003568 thioethers Chemical class 0.000 abstract 1
Classifications
-
- 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
- C07D401/12—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 linked by a chain containing hetero atoms as chain links
-
- 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
- C07D405/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
FORMUL I Omeprazol,lansoprazol ve pantoprazol gibi Formül-1 de yapisi verilen piridinbenzimidazol sülfinil bilesiklerinin üretim prosesidir. Kimyasal yapida A halkasi opsiyonel olarak sübstitüe edilebilen bir gruptur; R1 hidrojen veya azotu koruyan bir gruptur, R2,R3,R4 ten herbiri 1) hidrojen atomu 2) gerektiginde halojen atomu veya atomlari ile sübstitüe edilebilen bir alkil grubu veya 3)halojen atomu veya atomlari veya alkoksi grubu ile sübstitüe edilebilen bir alkoksi grubu olup ayrica tuzlarini ihtiva eder. Genel yapisi formül 1 de verilen bu bilesikler, karsiliklari olan sülfitlerin oksidasyonu ile elde edilirken reaksiyon sirasinda sülfoksit ile birlikte bir yan ürün olarak sülfon olusur. Bu bulus, olusan sülfon impüritelerinin bilesikten elimine edilmesi metodunu içermektedir. Bu söz konusu saflastirma metodu, yari saf haldeki ürününün alkol ortaminda yüksek derecelerde çözünüp kati halde K2CO3 kristalleri ile muamele edilmesine dayanir.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TR200200186 | 2002-01-23 | ||
| PCT/TR2002/000058 WO2003062223A1 (en) | 2002-01-23 | 2002-10-01 | A method of eliminating sulfone analog in the synthesis of pyridine-benzimidazole sulfoxides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TR200401671T1 true TR200401671T1 (tr) | 2005-04-21 |
Family
ID=27607405
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TR2004/01671T TR200401671T1 (tr) | 2002-01-23 | 2002-10-01 | Piridin benzimidazol sülfinil bileşiklerinin sentesi sırasında oluşan sulfon analoglarının elimine edilmesi yöntemi |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1476441B1 (tr) |
| DE (1) | DE60220448T2 (tr) |
| TR (1) | TR200401671T1 (tr) |
| WO (1) | WO2003062223A1 (tr) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2510849A1 (en) | 2002-12-19 | 2004-07-08 | Teva Pharmaceutical Industries Ltd | Solid states of pantoprazole sodium, processes for preparing them and processes for preparing known pantoprazole sodium hydrates |
| WO2004111029A2 (en) | 2003-06-10 | 2004-12-23 | Teva Pharmaceutical Industries Ltd. | Process for preparing 2-[(pyridinyl)methyl]sulfinyl-substituted benzimidazoles and novel chlorinated derivatives of pantoprazole |
| EP1716136A1 (en) * | 2004-02-11 | 2006-11-02 | Ulkar Kimya Sanayii Ve Ticaret A.S. | Pyridine benzimidazole sulfoxides of high purity |
| ES2281292B1 (es) * | 2006-03-08 | 2008-06-16 | Quimica Sintetica S.A. | Nuevas sales de esomeprazol. procedimiento de preparacion y composiciones farmaceuticas que las comprenden. |
| ES2294931B1 (es) * | 2006-06-29 | 2008-12-16 | Quimica Sintetica, S.A. | Sal de l-arginina de esomeprazol, procedimiento de preparacion y composiciones farmaceuticas que la comprenden. |
| JP2010519284A (ja) * | 2007-02-21 | 2010-06-03 | シプラ・リミテッド | エソメプラゾールマグネシウム二水和物の調製方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6245913B1 (en) * | 1999-06-30 | 2001-06-12 | Wockhardt Europe Limited | Synthetic procedure for 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methylthio]-IH-benzimidazole hydrochloride and its conversion to omeprazole |
-
2002
- 2002-10-01 TR TR2004/01671T patent/TR200401671T1/tr unknown
- 2002-10-01 DE DE60220448T patent/DE60220448T2/de not_active Expired - Fee Related
- 2002-10-01 EP EP02806580A patent/EP1476441B1/en not_active Expired - Lifetime
- 2002-10-01 WO PCT/TR2002/000058 patent/WO2003062223A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2003062223A1 (en) | 2003-07-31 |
| DE60220448D1 (de) | 2007-07-12 |
| EP1476441A1 (en) | 2004-11-17 |
| EP1476441B1 (en) | 2007-05-30 |
| DE60220448T2 (de) | 2008-03-20 |
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