HRP20131109T1 - Postupak proizvodnje derivata diamina - Google Patents
Postupak proizvodnje derivata diamina Download PDFInfo
- Publication number
- HRP20131109T1 HRP20131109T1 HRP20131109AT HRP20131109T HRP20131109T1 HR P20131109 T1 HRP20131109 T1 HR P20131109T1 HR P20131109A T HRP20131109A T HR P20131109AT HR P20131109 T HRP20131109 T HR P20131109T HR P20131109 T1 HRP20131109 T1 HR P20131109T1
- Authority
- HR
- Croatia
- Prior art keywords
- toluenesulfonic acid
- process according
- compound represented
- formula
- acid monohydrate
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 150000004985 diamines Chemical class 0.000 title 1
- KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 claims 22
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 20
- 238000000034 method Methods 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 5
- 239000002904 solvent Substances 0.000 claims 4
- 238000001816 cooling Methods 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 239000011259 mixed solution Substances 0.000 claims 2
- 125000003158 alcohol group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- 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
- A61K31/425—Thiazoles
- A61K31/429—Thiazoles condensed with heterocyclic ring systems
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/29—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings
- C07C309/30—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings of six-membered aromatic rings substituted by alkyl groups
Claims (12)
1. Postupak proizvodnje spoja predstavljenog sljedećom formulom (A), koji obuhvaća korake:
(a) miješanje spoja predstavljenog formulom (B):
[image]
s p-toluensulfonskom kiselinom ili monihidratom p-toluensulfonske kiseline pri manje od 1 molarnog ekvivalenta u odnosu na spoj predstavljen formulom (B) u otapalu uz zagrijavanje;
(b) dodavanje dodatne p-toluensulfonske kiseline ili monohidrata p-toluensulfonske kiseline u pomiješanu otopinu uz hlađenje, pri čemu dodatna p-toluensulfonska kiselina ili monohidrat p-toluensulfonske kiseline se dodaje u takvoj količini da je njezin ili njegov ukupni molarni ekvivalent u odnosu na p-toluensulfonsku kiselinu ili monohidrat p-toluensulfonske kiseline iz koraka (a) jednak 1 molarni ekvivalent ili više s obzirom na spoj predstavljen formulom (B) iz koraka (a); i
(c) zatim omogućavanje da pomiješana otopina kristalizira tako da se dobije spoj predstavljen formulom (A) :
[image]
2. Postupak prema zahtjevu 1, pri čemu p-toluensulfonska kiselina ili monohidrat p-toluensulfonske kiseline iz koraka (a) je 0.5 molarni ekvivalent ili više te manje od 1.0 molarni ekvivalent u odnosu na spoj predstavljen formulom (B).
3. Postupak prema zahtjevu 1 ili 2, pri čemu the p-toluensulfonska kiselina ili monohidrat p-toluensulfonske kiseline iz koraka (a) je 0.8 molarni ekvivalent ili više te manje od 1.0 molarni ekvivalent u odnosu na spoj predstavljen formulom (B).
4. Postupak prema bilo kojem od zahtjeva 1 do 3, pri čemu je ukupni molarni ekvivalent p-toluensulfonske kiseline ili monohidrata p-toluensulfonske kiseline iz koraka (a) i dodatne p-toluensulfonske kiseline ili monohidrata p-toluensulfonske kiseline dodanog u koraku (b) između 1.0 molarnog ekvivalenta i 3.0 molarnog ekvivalenta, obuhvaćeno, u odnosu na spoj predstavljen formulom (B) iz koraka (a).
5. Postupak prema bilo kojem od zahtjeva 1 do 3, pri čemu je ukupni molarni ekvivalent p-toluensulfonske kiseline ili monohidrata p-toluensulfonske kiseline iz koraka (a) i dodatne p-toluensulfonske kiseline ili monohidrata p-toluensulfonske kiseline dodanog u koraku (b) između 1.0 molarnog ekvivalenta i 1.2 molarnog ekvivalenta, obuhvaćeno, u odnosu na spoj predstavljen formulom (B) iz koraka (a).
6. Postupak prema bilo kojem od zahtjeva 1 do 5, pri čemu je otapalo alkohol ili vodeni alkohol.
7. Postupak prema bilo kojem od zahtjeva 1 do 6, pri čemu je otapalo vodeni etanol.
8. Postupak prema bilo kojem od zahtjeva 1 do 7, pri čemu vodeni etanol ima sadržaj vode veći od 0% i manji ili jednak 50%.
9. Postupak prema bilo kojem od zahtjeva 1 do 8, pri čemu se koristi monohidrat p-toluensulfonske kiseline.
10. Postupak prema bilo kojem od zahtjeva 1 do 9, pri čemu je količina otapala od 5 puta do 30 puta (v/w) veća od količine spoja B.
11. Postupak prema bilo kojem od zahtjeva 1 do 10, pri čemu je temperatura zagrijavanja iz koraka (a) 60°C do 80°C.
12. Postupak prema bilo kojem od zahtjeva 1 do 11, pri čemu je temperatura hlađenja iz koraka (b) -20°C do 40°C.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2008320693 | 2008-12-17 | ||
| PCT/JP2009/070874 WO2010071121A1 (ja) | 2008-12-17 | 2009-12-15 | ジアミン誘導体の製造方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20131109T1 true HRP20131109T1 (hr) | 2014-01-31 |
Family
ID=42268792
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20131109AT HRP20131109T1 (hr) | 2008-12-17 | 2013-11-20 | Postupak proizvodnje derivata diamina |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US8404847B2 (hr) |
| EP (1) | EP2371830B1 (hr) |
| JP (1) | JP5305421B2 (hr) |
| KR (1) | KR101463653B1 (hr) |
| CN (1) | CN102256984B (hr) |
| BR (1) | BRPI0923109A8 (hr) |
| CA (1) | CA2747427C (hr) |
| EG (1) | EG26766A (hr) |
| ES (1) | ES2437346T3 (hr) |
| HK (1) | HK1162467A1 (hr) |
| HR (1) | HRP20131109T1 (hr) |
| IL (1) | IL213614A (hr) |
| MY (1) | MY150973A (hr) |
| RU (1) | RU2464271C1 (hr) |
| SI (1) | SI2371830T1 (hr) |
| TW (1) | TWI439464B (hr) |
| WO (1) | WO2010071121A1 (hr) |
| ZA (1) | ZA201104236B (hr) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101424843B1 (ko) | 2007-03-29 | 2014-08-13 | 다이이찌 산쿄 가부시키가이샤 | 의약 조성물 |
| WO2010104078A1 (ja) * | 2009-03-10 | 2010-09-16 | 第一三共株式会社 | ジアミン誘導体の製造方法 |
| CN102348680B (zh) | 2009-03-13 | 2014-11-05 | 第一三共株式会社 | 用于制备光学活性二胺衍生物的方法 |
| JP5692873B2 (ja) * | 2010-03-19 | 2015-04-01 | 第一三共株式会社 | ジアミン誘導体の結晶およびその製造方法 |
| JPWO2015129603A1 (ja) * | 2014-02-25 | 2017-03-30 | 第一三共株式会社 | 活性化血液凝固第Ｘ因子（ＦＸａ）阻害剤の高純度結晶 |
| CN105777779B (zh) * | 2014-12-16 | 2019-03-26 | 四川海思科制药有限公司 | 一种对甲苯磺酸依度沙班化合物 |
| EP3318568A1 (en) | 2016-11-04 | 2018-05-09 | Esteve Química, S.A. | Preparation process of edoxaban tosylate monohydrate |
| KR102480897B1 (ko) | 2019-09-09 | 2022-12-23 | 주식회사 종근당 | 디아민 유도체의 제조방법 |
| KR20220014858A (ko) | 2020-07-29 | 2022-02-07 | 주식회사 종근당 | 디아민 유도체의 결정형 및 이의 제조 방법 |
| CN114349770B (zh) * | 2020-10-13 | 2023-02-03 | 江苏威凯尔医药科技有限公司 | 一种凝血FXa抑制剂的制备方法 |
| KR102577696B1 (ko) | 2020-11-16 | 2023-09-14 | 주식회사 보령 | 에독사반 토실산염 또는 그 수화물의 제조방법 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5149855A (en) | 1989-12-26 | 1992-09-22 | Mitsubishi Rayon Co., Ltd. | Process for racemizing optically active carboxylic acid esters |
| US5055600A (en) | 1990-04-24 | 1991-10-08 | Rockwell International Corporation | Glycidyl azide polymer (gap) synthesis by molten salt method |
| US5677469A (en) | 1995-05-18 | 1997-10-14 | Sepracor, Inc. | Process for resolving chiral acids with 1-aminoindan-2-ols |
| JPH11180899A (ja) | 1997-12-15 | 1999-07-06 | Mitsui Chem Inc | 活性メチレンアルキル化化合物の製造法 |
| JP3680203B2 (ja) | 1999-06-01 | 2005-08-10 | 東洋化成工業株式会社 | ４−アセチルアミノベンゼンスルホニルアジドの製造方法 |
| JP2001151724A (ja) | 1999-11-19 | 2001-06-05 | Kuraray Co Ltd | 光学活性な２，２，４−トリメチル−３−シクロヘキセンカルボン酸の製造方法 |
| TWI290136B (en) | 2000-04-05 | 2007-11-21 | Daiichi Seiyaku Co | Ethylenediamine derivatives |
| US7365205B2 (en) | 2001-06-20 | 2008-04-29 | Daiichi Sankyo Company, Limited | Diamine derivatives |
| US20050245565A1 (en) * | 2001-06-20 | 2005-11-03 | Daiichi Pharmaceutical Co., Ltd. | Diamine derivatives |
| AU2002328596B2 (en) * | 2001-08-09 | 2007-09-20 | Daiichi Pharmaceutical Co., Ltd. | Diamine derivatives |
| WO2004058715A1 (ja) | 2002-12-25 | 2004-07-15 | Daiichi Pharmaceutical Co., Ltd. | ジアミン誘導体 |
| KR20050121712A (ko) | 2003-04-08 | 2005-12-27 | 노파르티스 아게 | 유기 화합물 |
| EP2266992A3 (en) | 2003-11-12 | 2011-05-18 | Daiichi Sankyo Company, Limited | Process for producing thiazole derivative |
| AR057035A1 (es) | 2005-05-25 | 2007-11-14 | Progenics Pharm Inc | SíNTESIS DE (R)-N-METILNALTREXONA, COMPOSICIONES FARMACÉUTICAS Y USOS |
| WO2007032498A1 (ja) * | 2005-09-16 | 2007-03-22 | Daiichi Sankyo Company, Limited | 光学活性なジアミン誘導体およびその製造方法 |
| JP4227629B2 (ja) | 2006-04-28 | 2009-02-18 | 達實 小野 | 過熱蒸気を応用した塗装用乾燥焼付装置 |
| WO2008043996A2 (en) | 2006-10-09 | 2008-04-17 | Cipla Limited | Process for preparing trityl olmesartan medoxomil and olmesartan medoxomil |
| KR101424843B1 (ko) | 2007-03-29 | 2014-08-13 | 다이이찌 산쿄 가부시키가이샤 | 의약 조성물 |
| TW200909437A (en) | 2007-06-21 | 2009-03-01 | Daiichi Sankyo Co Ltd | Process for the preparation of diamine-derivatives |
-
2009
- 2009-12-15 ES ES09833424.6T patent/ES2437346T3/es active Active
- 2009-12-15 JP JP2010542969A patent/JP5305421B2/ja active Active
- 2009-12-15 WO PCT/JP2009/070874 patent/WO2010071121A1/ja active Application Filing
- 2009-12-15 BR BRPI0923109A patent/BRPI0923109A8/pt not_active Application Discontinuation
- 2009-12-15 KR KR1020117012536A patent/KR101463653B1/ko active Protection Beyond IP Right Term
- 2009-12-15 CN CN200980151381.0A patent/CN102256984B/zh active Active
- 2009-12-15 EP EP09833424.6A patent/EP2371830B1/en active Active
- 2009-12-15 SI SI200930793T patent/SI2371830T1/sl unknown
- 2009-12-15 RU RU2011129668/04A patent/RU2464271C1/ru active
- 2009-12-15 MY MYPI20112572 patent/MY150973A/en unknown
- 2009-12-15 CA CA2747427A patent/CA2747427C/en active Active
- 2009-12-16 TW TW098143045A patent/TWI439464B/zh active
-
2011
- 2011-06-07 ZA ZA2011/04236A patent/ZA201104236B/en unknown
- 2011-06-14 EG EG2011060981A patent/EG26766A/en active
- 2011-06-16 IL IL213614A patent/IL213614A/en active IP Right Grant
- 2011-06-17 US US13/162,922 patent/US8404847B2/en active Active
-
2012
- 2012-03-13 HK HK12102504.1A patent/HK1162467A1/xx unknown
-
2013
- 2013-11-20 HR HRP20131109AT patent/HRP20131109T1/hr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RU2464271C1 (ru) | 2012-10-20 |
| TWI439464B (zh) | 2014-06-01 |
| WO2010071121A1 (ja) | 2010-06-24 |
| IL213614A (en) | 2015-10-29 |
| ZA201104236B (en) | 2012-02-29 |
| SI2371830T1 (sl) | 2014-01-31 |
| KR101463653B1 (ko) | 2014-11-19 |
| JPWO2010071121A1 (ja) | 2012-05-31 |
| CN102256984B (zh) | 2014-09-03 |
| CN102256984A (zh) | 2011-11-23 |
| JP5305421B2 (ja) | 2013-10-02 |
| CA2747427A1 (en) | 2010-06-24 |
| HK1162467A1 (en) | 2012-08-31 |
| US8404847B2 (en) | 2013-03-26 |
| CA2747427C (en) | 2015-10-13 |
| BRPI0923109A8 (pt) | 2016-06-07 |
| ES2437346T3 (es) | 2014-01-10 |
| KR20110110100A (ko) | 2011-10-06 |
| MY150973A (en) | 2014-03-31 |
| EP2371830A4 (en) | 2012-07-11 |
| TW201028428A (en) | 2010-08-01 |
| EP2371830B1 (en) | 2013-10-02 |
| EP2371830A1 (en) | 2011-10-05 |
| US20110275821A1 (en) | 2011-11-10 |
| BRPI0923109A2 (pt) | 2016-02-02 |
| IL213614A0 (en) | 2011-07-31 |
| EG26766A (en) | 2014-08-18 |
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