IN2014KN01030A - - Google Patents
Info
- Publication number
- IN2014KN01030A IN2014KN01030A IN1030KON2014A IN2014KN01030A IN 2014KN01030 A IN2014KN01030 A IN 2014KN01030A IN 1030KON2014 A IN1030KON2014 A IN 1030KON2014A IN 2014KN01030 A IN2014KN01030 A IN 2014KN01030A
- Authority
- IN
- India
- Prior art keywords
- 12the
- carbamoyl
- cyano
- denotes
- general formula
- Prior art date
Links
- 238000000034 method Methods 0.000 abstract 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- PNCPYILNMDWPEY-QGZVFWFLSA-N silodosin Chemical compound N([C@@H](CC=1C=C(C=2N(CCCO)CCC=2C=1)C(N)=O)C)CCOC1=CC=CC=C1OCC(F)(F)F PNCPYILNMDWPEY-QGZVFWFLSA-N 0.000 abstract 1
- 229960004953 silodosin Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
-
- 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)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
12The present invention relates to a process for preparing silodosin with high optical purity up to 99.9% enantiomeric excess (e.e.) or above. The process makes use of a method step in which the enantiomers contained in a racemic mixture of a compound represented by the general formula V: wherein * denotes the asymmetric center R is a protecting group and R is cyano or carbamoyl are separated.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161549800P | 2011-10-21 | 2011-10-21 | |
| EP11008484 | 2011-10-21 | ||
| PCT/EP2012/004378 WO2013056842A1 (en) | 2011-10-21 | 2012-10-19 | Method for preparing silodosin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IN2014KN01030A true IN2014KN01030A (en) | 2015-10-09 |
Family
ID=48140363
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IN1030KON2014 IN2014KN01030A (en) | 2011-10-21 | 2012-10-19 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US20150038727A1 (en) |
| EP (1) | EP2768806B1 (en) |
| CN (1) | CN104302621A (en) |
| ES (1) | ES2639196T3 (en) |
| IN (1) | IN2014KN01030A (en) |
| WO (1) | WO2013056842A1 (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101447574B1 (en) * | 2013-11-29 | 2014-10-07 | 동국제약 주식회사 | Method for preparing silodosin using new intermediates |
| KR102114323B1 (en) * | 2013-12-09 | 2020-05-22 | 이니스트에스티 주식회사 | Method of preparing 1-(indolin-5-yl)propan-2-ol derivatives |
| KR101628946B1 (en) * | 2014-07-09 | 2016-06-09 | 동방에프티엘(주) | Improved Process of Silodosin |
| WO2016189552A2 (en) * | 2015-05-26 | 2016-12-01 | Ipca Laboratories Limited | Novel recovery and recycling process of unwanted enantiomers of 2-aminopropyl indoline derivatives |
| ES2607639B1 (en) * | 2015-09-30 | 2018-02-28 | Urquima, S.A | Maleic acid salt of a silodosin intermediate |
| CN106995399A (en) * | 2016-01-25 | 2017-08-01 | 北京天泰恒华医药技术有限公司 | A kind of method for preparing Silodosin |
| CN106083689B (en) * | 2016-06-14 | 2020-07-31 | 齐鲁制药有限公司 | Preparation method of silodosin compound |
| CN106380438B (en) * | 2016-08-30 | 2019-07-30 | 江苏宇田医药有限公司 | A kind of preparation method of indoline derivative for synthesizing silodosin |
| CN106496092B (en) * | 2016-08-30 | 2019-03-29 | 江苏宇田医药有限公司 | A kind of preparation method of intermediate for synthesizing silodosin |
| CN106928118B (en) * | 2017-04-11 | 2022-08-23 | 常州瑞明药业有限公司 | Method for preparing silodosin intermediate |
| EP3892615A1 (en) | 2020-04-09 | 2021-10-13 | Minakem | Process for the preparation of silodosin |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69319551T2 (en) | 1992-12-02 | 1998-10-29 | Kissei Pharmaceutical | Indoline compounds used to treat dysurias |
| JP4634560B2 (en) | 2000-01-14 | 2011-02-16 | キッセイ薬品工業株式会社 | Process for producing optically active indoline derivative and production intermediate thereof |
| JP4921646B2 (en) | 2001-03-08 | 2012-04-25 | キッセイ薬品工業株式会社 | 1- (3-Benzyloxypropyl) -5- (2-substituted propyl) indoline derivatives and methods of use thereof |
| MX2007005126A (en) | 2004-10-27 | 2007-07-04 | Kissei Pharmaceutical | Indoline compound and process for producing the same. |
| JP2006188470A (en) * | 2005-01-07 | 2006-07-20 | Kissei Pharmaceut Co Ltd | Indoline derivative and method for producing the same |
| CN101993405B (en) * | 2009-08-27 | 2014-01-15 | 浙江华海药业股份有限公司 | Indoline derivatives, preparation methods and uses thereof |
| CN101993406B (en) * | 2009-08-27 | 2014-01-15 | 浙江华海药业股份有限公司 | Optically active indoline compound and its preparation method |
| CN101993407B (en) * | 2009-08-27 | 2014-01-29 | 浙江华海药业股份有限公司 | Indoline compound for preparing silodosin and preparation method thereof |
| JP5661773B2 (en) * | 2009-09-12 | 2015-01-28 | サンド・アクチエンゲゼルシヤフト | Process for the preparation of indoline derivatives and intermediates thereof |
| CN101759627A (en) * | 2009-09-15 | 2010-06-30 | 傅军 | Novel preparation method of silodosin |
| WO2011124704A1 (en) * | 2010-04-09 | 2011-10-13 | Ratiopharm Gmbh | Process for preparing an intermediate for silodosin |
| WO2012131710A2 (en) * | 2011-03-30 | 2012-10-04 | Panacea Biotec Ltd | Novel process for the synthesis of indoline derivatives |
-
2012
- 2012-10-19 CN CN201280052935.3A patent/CN104302621A/en active Pending
- 2012-10-19 EP EP12783113.9A patent/EP2768806B1/en active Active
- 2012-10-19 WO PCT/EP2012/004378 patent/WO2013056842A1/en not_active Ceased
- 2012-10-19 US US14/352,557 patent/US20150038727A1/en not_active Abandoned
- 2012-10-19 IN IN1030KON2014 patent/IN2014KN01030A/en unknown
- 2012-10-19 ES ES12783113.9T patent/ES2639196T3/en active Active
-
2015
- 2015-12-21 US US14/976,140 patent/US9938239B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2768806B1 (en) | 2017-05-31 |
| EP2768806A1 (en) | 2014-08-27 |
| US20150038727A1 (en) | 2015-02-05 |
| WO2013056842A1 (en) | 2013-04-25 |
| US20160176818A1 (en) | 2016-06-23 |
| CN104302621A (en) | 2015-01-21 |
| US9938239B2 (en) | 2018-04-10 |
| ES2639196T3 (en) | 2017-10-25 |
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