JP2015512381A5 - - Google Patents
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- Publication number
- JP2015512381A5 JP2015512381A5 JP2015500948A JP2015500948A JP2015512381A5 JP 2015512381 A5 JP2015512381 A5 JP 2015512381A5 JP 2015500948 A JP2015500948 A JP 2015500948A JP 2015500948 A JP2015500948 A JP 2015500948A JP 2015512381 A5 JP2015512381 A5 JP 2015512381A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 80
- 238000000034 method Methods 0.000 claims description 53
- 150000003839 salts Chemical class 0.000 claims description 38
- 239000012453 solvate Substances 0.000 claims description 31
- 125000001153 fluoro group Chemical group F* 0.000 claims description 21
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims description 19
- 239000001257 hydrogen Substances 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- -1 —CF 3 Chemical group 0.000 claims description 5
- 102000004190 Enzymes Human genes 0.000 claims description 4
- 108090000790 Enzymes Proteins 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 230000002255 enzymatic effect Effects 0.000 claims description 2
- 239000012458 free base Substances 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 125000004093 cyano group Chemical group *C#N 0.000 description 5
- 125000005843 halogen group Chemical group 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 description 2
- VECSRFWOHMDQCJ-UHFFFAOYSA-N CC(Cc1c[nH]c(cc2Cl)c1cc2F)=O Chemical compound CC(Cc1c[nH]c(cc2Cl)c1cc2F)=O VECSRFWOHMDQCJ-UHFFFAOYSA-N 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 238000005891 transamination reaction Methods 0.000 description 2
- NTPLXRHDUXRPNE-UHFFFAOYSA-N CC(c(cc1)ccc1OC)=O Chemical compound CC(c(cc1)ccc1OC)=O NTPLXRHDUXRPNE-UHFFFAOYSA-N 0.000 description 1
- JYAQYXOVOHJRCS-UHFFFAOYSA-N CC(c1cccc(Br)c1)=O Chemical compound CC(c1cccc(Br)c1)=O JYAQYXOVOHJRCS-UHFFFAOYSA-N 0.000 description 1
- GYLDXXLJMRTVSS-UHFFFAOYSA-N CCCCNC(C)=O Chemical compound CCCCNC(C)=O GYLDXXLJMRTVSS-UHFFFAOYSA-N 0.000 description 1
- FNXVEILQGNGZNE-UHFFFAOYSA-N CS(c(cc1)ccc1OC(F)(F)F)(=O)=O Chemical compound CS(c(cc1)ccc1OC(F)(F)F)(=O)=O FNXVEILQGNGZNE-UHFFFAOYSA-N 0.000 description 1
- NLRUCNFHLCYFCM-LURJTMIESA-N C[C@@H](Cc(c1c2)c[nH]c1cc(Cl)c2F)N Chemical compound C[C@@H](Cc(c1c2)c[nH]c1cc(Cl)c2F)N NLRUCNFHLCYFCM-LURJTMIESA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNPCT/CN2012/000359 | 2012-03-23 | ||
| CN2012000359 | 2012-03-23 | ||
| PCT/EP2013/056170 WO2013139987A1 (en) | 2012-03-23 | 2013-03-22 | Chemical process for preparing spiroindolones and intermediates thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015512381A JP2015512381A (ja) | 2015-04-27 |
| JP2015512381A5 true JP2015512381A5 (enExample) | 2017-02-16 |
| JP6117906B2 JP6117906B2 (ja) | 2017-04-19 |
Family
ID=48048006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015500948A Active JP6117906B2 (ja) | 2012-03-23 | 2013-03-22 | スピロインドロンおよびこれらの中間体を調製するための化学プロセス |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US9598712B2 (enExample) |
| EP (2) | EP3578557B1 (enExample) |
| JP (1) | JP6117906B2 (enExample) |
| KR (1) | KR102057590B1 (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) | ES2748460T3 (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 (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2819448T3 (es) | 2014-12-18 | 2021-04-16 | Hoffmann La Roche | Tetrahidro-pirido[3,4-b]indoles como moduladores del receptor de estrógenos y usos de los mismos |
| 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 |
| CR20230409A (es) | 2018-06-21 | 2023-09-25 | Hoffmann La Roche | Formas sólidas de 3-((1r,3r)-1-(2,6-difluoro-4-((1-(3-fluoropropil)azetidin-3-il)amino)fenil)-3-(metil-1,3,4,9-tetrahidro-2h-pirido[3,4-b]indol-2-il)-2,2-difluoropropan-1-ol y procesos para preparar compuestos tricíclicos fusionados que comprenden un resto fenilo o piridinilo sustituido, incluidos métodos para su uso (divisional expediente 2020-0621) |
| JP2023521772A (ja) * | 2020-04-10 | 2023-05-25 | コデクシス， インコーポレイテッド | 操作されたトランスアミナーゼポリペプチド |
| CA3193755A1 (en) * | 2020-09-28 | 2022-03-31 | Codexis, Inc. | Engineered biocatalysts and methods for synthesizing chiral amines |
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 |
| EP0135846B1 (en) | 1983-09-01 | 1990-08-16 | Genetics Institute, Inc. | Production of l-amino acids by transamination |
| US4518692A (en) * | 1983-09-01 | 1985-05-21 | Genetics Institute, Inc. | Production of L-amino acids by transamination |
| 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 |
| WO2005017135A1 (en) | 2003-08-11 | 2005-02-24 | Codexis, Inc. | Improved ketoreductase polypeptides and related polynucleotides |
| US7541091B2 (en) | 2004-05-18 | 2009-06-02 | M & G Usa Corporation | Compartmentalized resin pellets for oxygen scavenging |
| EP1806408B1 (en) * | 2004-10-05 | 2012-04-18 | Ajinomoto Co., Inc. | Process for producing amino acid derivatives from hydroxyimino acids |
| WO2008050207A1 (en) * | 2006-10-25 | 2008-05-02 | Pfizer Limited | Heterocyclic compounds useful as anabolic agents for livestock animals |
| US7588923B2 (en) | 2007-03-02 | 2009-09-15 | Richmond Chemical Corporation | Method to increase the yield and improve purification of products from transaminase reactions |
| SI2285808T1 (sl) * | 2008-04-29 | 2014-03-31 | Novartis Ag | Spiro-indolni derivati za zdravljenje parazitskih bolezni |
| AT507050B1 (de) * | 2008-06-17 | 2010-06-15 | Angewandte Biokatalyse Kompete | Verfahren zur herstellung von aminen unter verwendung von omega-transaminasen |
| ES2840000T3 (es) * | 2009-01-08 | 2021-07-06 | Codexis Inc | Polipéptidos de transaminasa |
| EP2593556B1 (en) * | 2010-07-14 | 2017-08-30 | DPx Holdings B.V. | Enzymatic method for (r)-selective amination |
| DK2828385T3 (en) * | 2012-03-23 | 2018-03-12 | Codexis Inc | BIOCATALIZATORS AND METHODS FOR SYNTHETIZING DERIVATIVES AND TRYPTAMIN AND TRYPTAMINE ANALOGS |
-
2013
- 2013-03-22 HU HUE13714246A patent/HUE046421T2/hu unknown
- 2013-03-22 BR BR112014022909-0A patent/BR112014022909B1/pt active IP Right Grant
- 2013-03-22 DK DK13714246T patent/DK2828256T5/da active
- 2013-03-22 CA CA2866222A patent/CA2866222C/en active Active
- 2013-03-22 EP EP19182727.8A patent/EP3578557B1/en active Active
- 2013-03-22 KR KR1020147026392A patent/KR102057590B1/ko active Active
- 2013-03-22 SI SI201331580T patent/SI2828256T1/sl unknown
- 2013-03-22 US US14/384,233 patent/US9598712B2/en active Active
- 2013-03-22 ES ES13714246T patent/ES2748460T3/es active Active
- 2013-03-22 WO PCT/EP2013/056170 patent/WO2013139987A1/en not_active Ceased
- 2013-03-22 PL PL13714246T patent/PL2828256T3/pl unknown
- 2013-03-22 PT PT137142469T patent/PT2828256T/pt unknown
- 2013-03-22 ES ES19182727T patent/ES2962530T3/es active Active
- 2013-03-22 JP JP2015500948A patent/JP6117906B2/ja active Active
- 2013-03-22 AU AU2013237330A patent/AU2013237330C1/en active Active
- 2013-03-22 HR HRP20191632 patent/HRP20191632T1/hr unknown
- 2013-03-22 MX MX2014011489A patent/MX354023B/es active IP Right Grant
- 2013-03-22 AP AP2014007906A patent/AP2014007906A0/xx unknown
- 2013-03-22 EP EP13714246.9A patent/EP2828256B1/en active Active
- 2013-03-22 RU RU2014142621A patent/RU2662815C2/ru active
- 2013-03-22 LT LTEP13714246.9T patent/LT2828256T/lt unknown
-
2019
- 2019-10-02 CY CY20191101024T patent/CY1122087T1/el unknown
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