FI117830B - Förfarande för syntetisering av substituerade sulfoxider - Google Patents
Förfarande för syntetisering av substituerade sulfoxider Download PDFInfo
- Publication number
- FI117830B FI117830B FI970102D FI970102D FI117830B FI 117830 B FI117830 B FI 117830B FI 970102 D FI970102 D FI 970102D FI 970102 D FI970102 D FI 970102D FI 117830 B FI117830 B FI 117830B
- Authority
- FI
- Finland
- Prior art keywords
- alkyl
- eller
- alkoxy
- halogen
- och
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D235/28—Sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Claims (12)
1. IW ^COOCHa Nx\ II // ch2-s- yN XX^^CHy flc) H OCH.Cr, i% A o .·. : X"^ \,„ // *. ·: ch2-s-</ :...: N^\X^ (Id) ....: / * 1 5 h • t · • · • · ♦ 1 · .. och3 * 1 I J « t «> I X J\ O N\.^%/oc,,F;' ·: XX X n // I η ;**·. ch--1—\ V (Ie) .·. : / *. ·: h • 1 · • · • 1 *·1 * m ·1· ·1·. * 1 f"~ 57 ~ ' " " 117830 OCH2CH2CH2OCH3 : kA ! ch2-s— (10 H ch3 N-CH2CH(CH3)2 %A\ ? CH;-S-f' I OS) H : II 0 CH3o'^%?^^-\--S-Ä ( / / (Ih) V·! 5 \_/ H * ·· * · • * • · · ....: 7. Förfarande cnligt nägot av patentkraven 1-4, kännetecknat av att den pro- ' .·*·. chirala sulfiden med formel II oxideras med ett oxidationsmedel i form av kumen- « * y[‘ hydroperoxid, • *· 10 * * « *’ 8. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att titankomple- xet framställs av en titan(IV)förening. ··· • · · A • ·
9. Förfarande enligt patentkrav 8, kännetecknat av att titan(IV)föreningen är en 15 titan(IV)alkoxid. • · > * » • « • · "·\ 10. Förfarande enligt patentkrav 9, kännetecknat av att titan(IV)alkoxiden är titan(IV)isopropoxid. * ····· * · 117830 ' ; 1 58
11. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att den chirala liganden i titankomplexet är en chiral grenad eller ogrenad alkyldiol eller en aroma- ·ί tisk diol. 5 12. Förfarande enligt patentkrav 11, kännetecknat av att den chirala diolen är en chiral ester av vinsyra.
13. Förfarande enligt patentkrav 12, kännetecknat av att den chirala estern väljs ur gruppen (+)-dietyl-L-tartrat och (-)-dietyl-D-tartrat. 10
14. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att mängden av chiralt titankomplex är 0,05-0,50 ckvivalenter. 1 . -T *
15. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att oxidations- i 15 reaktionen utförs vid en temperatur mellan 20 och 40 °C, företrädesvis vid rumstem- peratur.
16. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att det organis- ^ ka lösningsrnedlet väljs ur gruppen toluen och etylacetat. 20
17. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att oxidationen ; utförs i närvaro av en bas vald ur gruppen organiska baser. • t * * · • · · • · t"]; 18. Förfarande enligt patentkrav 17, kännetecknat av att basen är en amin. • * 25 . * · ];·** 19, Förfarande enligt patentkrav 18, kännetecknat av att aminen är vald ur grup- • * : ** pen trietylamin och N,N-diisopropyletylamin. • * · * · ·
20. Förfarande enligt patentkrav 3 eller 4, kännetecknat av att en längvarig 30 framställningstid för framställning av det chirala titankomplexet är 1-5 timmar. **« • · * * ··· #/ : 21. Förfarande enligt patentkrav 3 eller 4, kännetecknat av att förhöjd temperatur *..* för framställningen av det chirala komplexet är 30-70 °C. • e * · t/.l 35 22. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att förfarandet ·:”· dessutom innefattar ett steg för behandling av den bildade produkten med en vatten- bascrad ammoniaklösning. ’ ;ϊ ... > _ ' ' . % ' 117830 ' . 59
23. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att förfarandet dcssutom innefattar steg för kristallisation av dcn crhällna räprodukten.
24. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att sulfoxiden 5 framställd med hjälp av förfarandet är (+)-5-metoxi-2-[[(4-metoxi-3,5-dimetyl-2- pyridinyl)-metyl]sulfinyl]-lH-bensimidazol eller ett farmaceutiskt acceptabelt sait därav framställd (framställt) enligt nägot av patentkraven 1-23.
25. Förfarande enligt nägot av patentkraven 1-4, kännetecknat av att sulfoxiden 10 framställd med hjälp av förfarandet är (-)-5-metoxi-2-[[(4-metoxi-3,5-dimetyl-2- pyridinyl)-metyl]sulfinyl]-lH-bensimidazol eller ett farmaceutiskt acceptabelt sait därav framställd (framställt) i enlighet med nägot av patentkraven 1-23. * · • 1 · • 1 1 ♦ ·· < · • « * *···· * · ·· • · * m Λ 1 ·· ' • · * · 1 * · ♦ • · 1 1 · * * * - ··1 • 1 • ·1· ... « • · • · · • · · * · • · · * · • 1 • « m · · · • ·· » · ·····1 , H
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE9402510A SE504459C2 (sv) | 1994-07-15 | 1994-07-15 | Förfarande för framställning av substituerade sulfoxider |
SE9402510 | 1994-07-15 | ||
SE9500818 | 1995-07-03 | ||
PCT/SE1995/000818 WO1996002535A1 (en) | 1994-07-15 | 1995-07-03 | Process for synthesis of substituted sulphoxides |
Publications (1)
Publication Number | Publication Date |
---|---|
FI117830B true FI117830B (sv) | 2007-03-15 |
Family
ID=20394753
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI970102D FI117830B (sv) | 1994-07-15 | 1997-01-10 | Förfarande för syntetisering av substituerade sulfoxider |
FI970102A FI117672B (sv) | 1994-07-15 | 1997-01-10 | Förfarande för syntetisering av substituerade sulfoxider |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI970102A FI117672B (sv) | 1994-07-15 | 1997-01-10 | Förfarande för syntetisering av substituerade sulfoxider |
Country Status (42)
Country | Link |
---|---|
US (1) | US5948789A (sv) |
EP (1) | EP0773940B2 (sv) |
JP (1) | JP3795917B2 (sv) |
KR (1) | KR100356252B1 (sv) |
CN (1) | CN1070489C (sv) |
AR (1) | AR003443A1 (sv) |
AT (1) | ATE242233T1 (sv) |
AU (1) | AU688074B2 (sv) |
BR (1) | BR9508292A (sv) |
CA (1) | CA2193994C (sv) |
CZ (1) | CZ297987B6 (sv) |
DE (1) | DE69530987T3 (sv) |
DK (1) | DK0773940T4 (sv) |
DZ (1) | DZ1911A1 (sv) |
EE (1) | EE03354B1 (sv) |
EG (1) | EG24534A (sv) |
ES (1) | ES2199998T5 (sv) |
FI (2) | FI117830B (sv) |
HK (1) | HK1008331A1 (sv) |
HR (1) | HRP950401B1 (sv) |
HU (1) | HU226361B1 (sv) |
IL (1) | IL114477A (sv) |
IS (1) | IS1772B (sv) |
MA (1) | MA23611A1 (sv) |
MX (1) | MX9700358A (sv) |
MY (1) | MY113180A (sv) |
NO (1) | NO312101B1 (sv) |
NZ (1) | NZ289959A (sv) |
PL (1) | PL186342B1 (sv) |
PT (1) | PT773940E (sv) |
RU (1) | RU2157806C2 (sv) |
SA (1) | SA95160294B1 (sv) |
SE (1) | SE504459C2 (sv) |
SI (1) | SI0773940T2 (sv) |
SK (1) | SK284059B6 (sv) |
TN (1) | TNSN95081A1 (sv) |
TR (1) | TR199500861A2 (sv) |
TW (1) | TW372971B (sv) |
UA (1) | UA47409C2 (sv) |
WO (1) | WO1996002535A1 (sv) |
YU (1) | YU49475B (sv) |
ZA (1) | ZA955724B (sv) |
Families Citing this family (153)
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US6489346B1 (en) | 1996-01-04 | 2002-12-03 | The Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and method of using same |
US6699885B2 (en) | 1996-01-04 | 2004-03-02 | The Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and methods of using same |
US5840737A (en) | 1996-01-04 | 1998-11-24 | The Curators Of The University Of Missouri | Omeprazole solution and method for using same |
US6645988B2 (en) * | 1996-01-04 | 2003-11-11 | Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and method of using same |
US6747155B2 (en) | 1997-05-30 | 2004-06-08 | Astrazeneca Ab | Process |
SE510650C2 (sv) | 1997-05-30 | 1999-06-14 | Astra Ab | Ny förening |
SE510643C2 (sv) * | 1997-06-27 | 1999-06-14 | Astra Ab | Termodynamiskt stabil omeprazol natrium form B |
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SE9704183D0 (sv) * | 1997-11-14 | 1997-11-14 | Astra Ab | New process |
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US6316020B1 (en) * | 1999-08-26 | 2001-11-13 | Robert R. Whittle | Pharmaceutical formulations |
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GB9423968D0 (en) * | 1994-11-28 | 1995-01-11 | Astra Ab | Resolution |
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