CA2866222C - Chemical process for preparing spiroindolones and intermediates thereof - Google Patents
Chemical process for preparing spiroindolones and intermediates thereof Download PDFInfo
- Publication number
- CA2866222C CA2866222C CA2866222A CA2866222A CA2866222C CA 2866222 C CA2866222 C CA 2866222C CA 2866222 A CA2866222 A CA 2866222A CA 2866222 A CA2866222 A CA 2866222A CA 2866222 C CA2866222 C CA 2866222C
- Authority
- CA
- Canada
- Prior art keywords
- compound
- formula
- salt
- hydrate
- solvate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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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
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
-
- 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
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- 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
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- 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
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/38—Oxygen atoms in positions 2 and 3, e.g. isatin
-
- 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
- C07D405/06—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 linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/20—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
- C12N9/1096—Transferases (2.) transferring nitrogenous groups (2.6)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/10—Nitrogen as only ring hetero atom
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- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
- Enzymes And Modification Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012000359 | 2012-03-23 | ||
| CNPCT/CN2012/000359 | 2012-03-23 | ||
| PCT/EP2013/056170 WO2013139987A1 (en) | 2012-03-23 | 2013-03-22 | Chemical process for preparing spiroindolones and intermediates thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2866222A1 CA2866222A1 (en) | 2013-09-26 |
| CA2866222C true CA2866222C (en) | 2022-01-11 |
Family
ID=48048006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2866222A Active CA2866222C (en) | 2012-03-23 | 2013-03-22 | Chemical process for preparing spiroindolones and intermediates thereof |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US9598712B2 (enExample) |
| EP (2) | EP3578557B1 (enExample) |
| JP (1) | JP6117906B2 (enExample) |
| KR (1) | KR102057590B1 (enExample) |
| CN (1) | CN104185634B (enExample) |
| AP (1) | AP2014007906A0 (enExample) |
| AU (1) | AU2013237330C1 (enExample) |
| BR (1) | BR112014022909B1 (enExample) |
| CA (1) | CA2866222C (enExample) |
| CY (1) | CY1122087T1 (enExample) |
| DK (1) | DK2828256T5 (enExample) |
| ES (2) | ES2962530T3 (enExample) |
| HR (1) | HRP20191632T1 (enExample) |
| HU (1) | HUE046421T2 (enExample) |
| LT (1) | LT2828256T (enExample) |
| MX (1) | MX354023B (enExample) |
| PL (1) | PL2828256T3 (enExample) |
| PT (1) | PT2828256T (enExample) |
| RU (1) | RU2662815C2 (enExample) |
| SI (1) | SI2828256T1 (enExample) |
| WO (1) | WO2013139987A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI784255B (zh) | 2014-12-18 | 2022-11-21 | 瑞士商赫孚孟拉羅股份公司 | 四氫-吡啶并[3,4-b]吲哚雌激素受體調節劑及其用途 |
| JP2017024992A (ja) * | 2015-07-15 | 2017-02-02 | 公益財団法人微生物化学研究会 | 化合物の製造方法 |
| LT3810283T (lt) | 2018-06-21 | 2023-08-25 | F. Hoffmann-La Roche Ag | 3-((1r,3r)-1-(2,6-difluor-4-((1-(3-fluorpropil)azetidin-3- il)amino) fenil)-3-metil-1,3,4,9-tetrahidro-2h-pirido[3,4-b]indol-2-il)- 2,2- difluorpropan-1-olio tartrato druskos kietosios formos, jų paruošimo procesas ir jų naudojimo būdai vėžiui gydyti |
| CN111041015B (zh) * | 2019-12-31 | 2022-03-18 | 浙江工业大学 | 一种高温下制备(r)-(+)-n-乙酰基-1-甲基-3-苯丙胺的方法 |
| US11788071B2 (en) | 2020-04-10 | 2023-10-17 | Codexis, Inc. | Engineered transaminase polypeptides |
| CN116209754A (zh) * | 2020-09-28 | 2023-06-02 | 科德克希思公司 | 用于合成手性胺的工程化生物催化剂及方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2947758A (en) * | 1959-04-28 | 1960-08-02 | Searle & Co | 3-(omega-hydrazino) alkylindoles |
| GB974895A (en) * | 1961-04-06 | 1964-11-11 | Parke Davis & Co | Process for the production of amine compounds |
| GB974893A (en) * | 1961-04-06 | 1964-11-11 | Parke Davis & Co | Amine compounds and means of producing the same |
| US3183170A (en) * | 1961-10-03 | 1965-05-11 | Sanraku Ocean Kabushiki Kaisha | Method of l-amino acid manufacture |
| BE795457A (fr) * | 1972-02-16 | 1973-08-16 | Clin Midy | Amines indoliques, leur preparation et leur application en therapeutiques |
| US4073795A (en) * | 1976-06-22 | 1978-02-14 | Hoffmann-La Roche Inc. | Synthesis of tryptophans |
| US4331818A (en) * | 1980-03-19 | 1982-05-25 | The Procter & Gamble Company | Chiral phospine ligand |
| DE3307095A1 (de) * | 1983-03-01 | 1984-09-06 | Degussa Ag, 6000 Frankfurt | Mikrobiologisch hergestellte l-phenylalanin-dehydrogenase, verfahren zu ihrer gewinnung und ihre verwendung |
| US4518692A (en) * | 1983-09-01 | 1985-05-21 | Genetics Institute, Inc. | Production of L-amino acids by transamination |
| DE3482982D1 (de) * | 1983-09-01 | 1990-09-20 | Genetics Inst | Herstellung von l-aminosaeuren durch transaminierung. |
| US4859591A (en) * | 1984-07-05 | 1989-08-22 | W. R. Grace & Co.-Conn. | Transamination process for producing amino acids |
| US4826766A (en) * | 1985-09-23 | 1989-05-02 | Genetics Institute, Inc. | Production of amino acids using coupled aminotransferases |
| US7629157B2 (en) | 2003-08-11 | 2009-12-08 | Codexis, Inc. | Ketoreductase polypeptides and related polynucleotides |
| US7541091B2 (en) | 2004-05-18 | 2009-06-02 | M & G Usa Corporation | Compartmentalized resin pellets for oxygen scavenging |
| JPWO2006038520A1 (ja) * | 2004-10-05 | 2008-05-15 | 味の素株式会社 | ヒドロキシイミノ酸からのアミノ酸誘導体製造方法 |
| WO2008050207A1 (en) * | 2006-10-25 | 2008-05-02 | Pfizer Limited | Heterocyclic compounds useful as anabolic agents for livestock animals |
| EP2132322A4 (en) | 2007-03-02 | 2013-02-20 | Richmond Chemical Corp | METHOD FOR INCREASING YIELD AND IMPROVING PURIFICATION OF PRODUCTS FROM REACTIONS WITH TRANSAMINASE |
| EP2285808B1 (en) * | 2008-04-29 | 2013-11-20 | Novartis AG | Spiro-indole derivatives for the treatment of parasitic diseases |
| AT507050B1 (de) * | 2008-06-17 | 2010-06-15 | Angewandte Biokatalyse Kompete | Verfahren zur herstellung von aminen unter verwendung von omega-transaminasen |
| HUE036104T2 (hu) | 2009-01-08 | 2018-06-28 | Codexis Inc | Transzamináz polipeptidek |
| JP5999565B2 (ja) * | 2010-07-14 | 2016-09-28 | ディーピーエックス ホールディングス ビー．ブイ． | （ｒ）−選択的アミノ化 |
| WO2013142770A1 (en) * | 2012-03-23 | 2013-09-26 | Codexis, Inc. | Biocatalysts and methods for synthesizing derivatives of tryptamine and tryptamine analogs |
-
2013
- 2013-03-22 EP EP19182727.8A patent/EP3578557B1/en active Active
- 2013-03-22 CA CA2866222A patent/CA2866222C/en active Active
- 2013-03-22 HU HUE13714246A patent/HUE046421T2/hu unknown
- 2013-03-22 US US14/384,233 patent/US9598712B2/en active Active
- 2013-03-22 AU AU2013237330A patent/AU2013237330C1/en active Active
- 2013-03-22 LT LTEP13714246.9T patent/LT2828256T/lt unknown
- 2013-03-22 MX MX2014011489A patent/MX354023B/es active IP Right Grant
- 2013-03-22 WO PCT/EP2013/056170 patent/WO2013139987A1/en not_active Ceased
- 2013-03-22 SI SI201331580T patent/SI2828256T1/sl unknown
- 2013-03-22 HR HRP20191632 patent/HRP20191632T1/hr unknown
- 2013-03-22 KR KR1020147026392A patent/KR102057590B1/ko active Active
- 2013-03-22 BR BR112014022909-0A patent/BR112014022909B1/pt active IP Right Grant
- 2013-03-22 CN CN201380016114.9A patent/CN104185634B/zh active Active
- 2013-03-22 RU RU2014142621A patent/RU2662815C2/ru active
- 2013-03-22 PL PL13714246T patent/PL2828256T3/pl unknown
- 2013-03-22 EP EP13714246.9A patent/EP2828256B1/en active Active
- 2013-03-22 JP JP2015500948A patent/JP6117906B2/ja active Active
- 2013-03-22 PT PT137142469T patent/PT2828256T/pt unknown
- 2013-03-22 DK DK13714246T patent/DK2828256T5/da active
- 2013-03-22 AP AP2014007906A patent/AP2014007906A0/xx unknown
- 2013-03-22 ES ES19182727T patent/ES2962530T3/es active Active
- 2013-03-22 ES ES13714246T patent/ES2748460T3/es active Active
-
2019
- 2019-10-02 CY CY20191101024T patent/CY1122087T1/el unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20180222 |
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| MPN | Maintenance fee for patent paid |
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| U00 | Fee paid |
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| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT DETERMINED COMPLIANT Effective date: 20241220 Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL Effective date: 20241220 |
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| MPN | Maintenance fee for patent paid |
Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 13TH ANNIV.) - STANDARD Year of fee payment: 13 |
|
| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20251216 |
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| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL Effective date: 20251216 |