HUP0201980A2 - Eljárás benzamidszármazék előállítására és az eljárás közbenső termékei - Google Patents
Eljárás benzamidszármazék előállítására és az eljárás közbenső termékeiInfo
- Publication number
- HUP0201980A2 HUP0201980A2 HU0201980A HUP0201980A HUP0201980A2 HU P0201980 A2 HUP0201980 A2 HU P0201980A2 HU 0201980 A HU0201980 A HU 0201980A HU P0201980 A HUP0201980 A HU P0201980A HU P0201980 A2 HUP0201980 A2 HU P0201980A2
- Authority
- HU
- Hungary
- Prior art keywords
- compound
- formula
- resulting
- base
- acid
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 150000003936 benzamides Chemical class 0.000 title 1
- 239000000543 intermediate Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 239000002585 base Substances 0.000 abstract 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 3
- YPELFRMCRYSPKZ-UHFFFAOYSA-N 4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamide Chemical compound CCOC1=CC(N)=C(Cl)C=C1C(=O)NCC1OCCN(CC=2C=CC(F)=CC=2)C1 YPELFRMCRYSPKZ-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 229960004085 mosapride Drugs 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 abstract 2
- LRZSAGKIMYFLHY-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;dihydrate Chemical compound O.O.OC(=O)CC(O)(C(O)=O)CC(O)=O LRZSAGKIMYFLHY-UHFFFAOYSA-N 0.000 abstract 1
- IWWJTUVMNORSNK-UHFFFAOYSA-N O.O.NC(=O)C1=CC=CC=C1.OC(=O)CC(O)(C(O)=O)CC(O)=O Chemical compound O.O.NC(=O)C1=CC=CC=C1.OC(=O)CC(O)(C(O)=O)CC(O)=O IWWJTUVMNORSNK-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
A találmány tárgya eljárás az (I) képletű mosapride-citrát, kémiainevén (R,S)-4-amino-5-klór-2-etoxi-N-((4-(4-fluor-benzil)-morfolin-metil)-benzamid-citrát-dihidrát előállítására, a II képletűvegyületből kiindulva úgy, hogy azt di-terc-butil-dikarbonáttalalkoholban, bázis jelenlétében reagáltatják, majd a kapott vegyületetinert oldószerben, bázis jelenlétében alkilezik, ezt a vegyületetalkoholban lúggal elhidrolizálják, és a kapott sót savvalsemlegesítik, a kapott terméket klórozzák, majd a keletkezett VIképletű vegyületet a VII képletű vegyülettel reagáltatják, ahol Bocjelentése terc-butoxi-karbonil védőcsoport a kapott VIII képletűvegyületről a védőcsoportot eltávolítva mosapride bázishoz jutnak,majd kívánt esetben ebből valamely savval, előnyösen citromsavval,gyógyászatilag elfogadható sóját, előnyösen az I képletű citrátdihidrátot választják le. Ó
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0201980A HUP0201980A3 (en) | 2002-06-13 | 2002-06-13 | Process for preparing a benzamide derivative and intermediates thereof |
| EP03760090A EP1515958A2 (en) | 2002-06-13 | 2003-06-12 | Process for the synthesis of mosapride |
| PCT/HU2003/000042 WO2003106440A2 (en) | 2002-06-13 | 2003-06-12 | Process for the synthesis of a benzamide derivative |
| AU2003242867A AU2003242867A1 (en) | 2002-06-13 | 2003-06-12 | Process for the synthesis of mosapride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0201980A HUP0201980A3 (en) | 2002-06-13 | 2002-06-13 | Process for preparing a benzamide derivative and intermediates thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HU0201980D0 HU0201980D0 (hu) | 2002-08-28 |
| HUP0201980A2 true HUP0201980A2 (hu) | 2004-03-01 |
| HUP0201980A3 HUP0201980A3 (en) | 2008-06-30 |
Family
ID=89980512
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0201980A HUP0201980A3 (en) | 2002-06-13 | 2002-06-13 | Process for preparing a benzamide derivative and intermediates thereof |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1515958A2 (hu) |
| AU (1) | AU2003242867A1 (hu) |
| HU (1) | HUP0201980A3 (hu) |
| WO (1) | WO2003106440A2 (hu) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100750593B1 (ko) * | 2006-03-16 | 2007-08-20 | 동우신테크 주식회사 | 치환된 벤즈아미드 유도체의 제조방법 |
| JP2008247753A (ja) * | 2007-03-29 | 2008-10-16 | Dainippon Sumitomo Pharma Co Ltd | ４−アミノ−５−クロロ−２−エトキシ−ｎ−［［４−（４−フルオロベンジル）−２−モルホリニル］メチル］ベンズアミドの製造方法 |
| KR100986734B1 (ko) * | 2008-03-21 | 2010-10-13 | 하나제약 주식회사 | 모사프리드 제조용 중간체의 제조방법 |
| WO2011107903A1 (en) | 2010-03-04 | 2011-09-09 | Ranbaxy Laboratories Limited | Highly pure mosapride citrate dihydrate and processes for its preparation |
| CN105301118B (zh) * | 2014-07-02 | 2018-05-25 | 成都康弘药业集团股份有限公司 | 一种枸橼酸莫沙必利有关物质的检测方法 |
| KR102275045B1 (ko) * | 2019-02-13 | 2021-07-08 | 한국바이오켐제약 주식회사 | 모사프리드시트르산염수화물의 제조방법 및 이를 포함하는 약학제제 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SK289787A3 (en) * | 1986-04-30 | 1998-06-03 | Dainippon Pharmaceutical Co | Substituted n-£(2-morpholinyl)alkyl|benzamide derivative, method of producing the same and a pharmaceutical composition on its base |
| TW213460B (hu) * | 1991-02-15 | 1993-09-21 | Hokuriku Pharmaceutical | |
| US5783593A (en) * | 1993-11-04 | 1998-07-21 | Abbott Laboratories | Inhibitors of squalene synthetase and protein farnesyltransferase |
-
2002
- 2002-06-13 HU HU0201980A patent/HUP0201980A3/hu unknown
-
2003
- 2003-06-12 WO PCT/HU2003/000042 patent/WO2003106440A2/en not_active Application Discontinuation
- 2003-06-12 AU AU2003242867A patent/AU2003242867A1/en not_active Abandoned
- 2003-06-12 EP EP03760090A patent/EP1515958A2/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| HUP0201980A3 (en) | 2008-06-30 |
| EP1515958A2 (en) | 2005-03-23 |
| AU2003242867A1 (en) | 2003-12-31 |
| HU0201980D0 (hu) | 2002-08-28 |
| WO2003106440A3 (en) | 2004-06-17 |
| AU2003242867A8 (en) | 2003-12-31 |
| WO2003106440A2 (en) | 2003-12-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HC9A | Change of name, address |
Owner name: RICHTER GEDEON NYRT., HU Free format text: FORMER OWNER(S): RICHTER GEDEON VEGYESZETI GYAR RT., HU |
|
| FA9A | Lapse of provisional patent protection due to relinquishment or protection considered relinquished |