JP2019214626A5 - - Google Patents
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- Publication number
- JP2019214626A5 JP2019214626A5 JP2019176572A JP2019176572A JP2019214626A5 JP 2019214626 A5 JP2019214626 A5 JP 2019214626A5 JP 2019176572 A JP2019176572 A JP 2019176572A JP 2019176572 A JP2019176572 A JP 2019176572A JP 2019214626 A5 JP2019214626 A5 JP 2019214626A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- reaction mixture
- forming
- under conditions
- 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
- 238000000034 method Methods 0.000 claims 20
- 150000001875 compounds Chemical class 0.000 claims 19
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 12
- 239000011541 reaction mixture Substances 0.000 claims 10
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 7
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 claims 6
- 239000003638 chemical reducing agent Substances 0.000 claims 6
- 230000000269 nucleophilic effect Effects 0.000 claims 6
- 239000011734 sodium Substances 0.000 claims 6
- BWZVCCNYKMEVEX-UHFFFAOYSA-N 2,4,6-Trimethylpyridine Chemical compound CC1=CC(C)=NC(C)=C1 BWZVCCNYKMEVEX-UHFFFAOYSA-N 0.000 claims 4
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 claims 4
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 claims 4
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 3
- AUHZEENZYGFFBQ-UHFFFAOYSA-N 1,3,5-Me3C6H3 Natural products CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 claims 2
- XWKFPIODWVPXLX-UHFFFAOYSA-N 2-methyl-5-methylpyridine Natural products CC1=CC=C(C)N=C1 XWKFPIODWVPXLX-UHFFFAOYSA-N 0.000 claims 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims 2
- 238000010276 construction Methods 0.000 claims 2
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 claims 2
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 claims 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- -1 comprising BH Substances 0.000 claims 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 claims 1
- 235000019341 magnesium sulphate Nutrition 0.000 claims 1
- 235000006408 oxalic acid Nutrition 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 1
- 235000011152 sodium sulphate Nutrition 0.000 claims 1
- GJTOKYAWIFLYOK-UHFFFAOYSA-N CCOC(CNCc1cc(CN2CCCC2)ccc1)=O Chemical compound CCOC(CNCc1cc(CN2CCCC2)ccc1)=O GJTOKYAWIFLYOK-UHFFFAOYSA-N 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2022016438A JP7333843B2 (ja) | 2014-09-16 | 2022-02-04 | Toll様受容体モジュレーターを調製する方法 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462051044P | 2014-09-16 | 2014-09-16 | |
| US62/051,044 | 2014-09-16 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018134200A Division JP6596127B2 (ja) | 2014-09-16 | 2018-07-17 | Toll様受容体モジュレーターを調製する方法 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022016438A Division JP7333843B2 (ja) | 2014-09-16 | 2022-02-04 | Toll様受容体モジュレーターを調製する方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019214626A JP2019214626A (ja) | 2019-12-19 |
| JP2019214626A5 true JP2019214626A5 (https=) | 2020-02-06 |
| JP7063865B2 JP7063865B2 (ja) | 2022-05-09 |
Family
ID=54291584
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017514494A Active JP6373490B2 (ja) | 2014-09-16 | 2015-09-14 | Toll様受容体モジュレーターを調製する方法 |
| JP2018134200A Active JP6596127B2 (ja) | 2014-09-16 | 2018-07-17 | Toll様受容体モジュレーターを調製する方法 |
| JP2019176572A Active JP7063865B2 (ja) | 2014-09-16 | 2019-09-27 | Toll様受容体モジュレーターを調製する方法 |
| JP2022016438A Active JP7333843B2 (ja) | 2014-09-16 | 2022-02-04 | Toll様受容体モジュレーターを調製する方法 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017514494A Active JP6373490B2 (ja) | 2014-09-16 | 2015-09-14 | Toll様受容体モジュレーターを調製する方法 |
| JP2018134200A Active JP6596127B2 (ja) | 2014-09-16 | 2018-07-17 | Toll様受容体モジュレーターを調製する方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022016438A Active JP7333843B2 (ja) | 2014-09-16 | 2022-02-04 | Toll様受容体モジュレーターを調製する方法 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US9573952B2 (https=) |
| EP (3) | EP3461828B1 (https=) |
| JP (4) | JP6373490B2 (https=) |
| KR (3) | KR102306860B1 (https=) |
| CN (2) | CN115043840A (https=) |
| AR (1) | AR101882A1 (https=) |
| AU (2) | AU2015318062B2 (https=) |
| BR (1) | BR112017005100A2 (https=) |
| CA (1) | CA2960384C (https=) |
| EA (1) | EA201790373A1 (https=) |
| ES (3) | ES2706527T3 (https=) |
| IL (1) | IL250849A0 (https=) |
| MX (1) | MX2017003288A (https=) |
| NZ (1) | NZ729526A (https=) |
| PL (2) | PL3461828T3 (https=) |
| PT (2) | PT3194402T (https=) |
| SG (1) | SG11201701472VA (https=) |
| SI (1) | SI3461828T1 (https=) |
| TW (2) | TWI692468B (https=) |
| WO (1) | WO2016044183A1 (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2467108T3 (es) | 2008-12-09 | 2014-06-11 | Gilead Sciences, Inc. | Moduladores de receptores tipo toll |
| PT3166607T (pt) | 2014-07-11 | 2022-12-07 | Gilead Sciences Inc | Moduladores de receptores de tipo toll para o tratamento do vih |
| CA2960436C (en) | 2014-09-16 | 2021-01-05 | Gilead Sciences, Inc. | Solid forms of a toll-like receptor modulator |
| WO2019057158A1 (zh) * | 2017-09-22 | 2019-03-28 | 江苏恒瑞医药股份有限公司 | 稠合杂芳基衍生物、其制备方法及其在医药上的应用 |
| WO2023212121A2 (en) * | 2022-04-26 | 2023-11-02 | Bigelow Laboratory For Ocean Sciences | Methods for producing halogenated compounds |
Family Cites Families (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5057540A (en) | 1987-05-29 | 1991-10-15 | Cambridge Biotech Corporation | Saponin adjuvant |
| HU212924B (en) | 1989-05-25 | 1996-12-30 | Chiron Corp | Adjuvant formulation comprising a submicron oil droplet emulsion |
| JP2886570B2 (ja) | 1989-09-29 | 1999-04-26 | エーザイ株式会社 | 縮合ヘテロ環を有する化合物 |
| JPH05320143A (ja) * | 1992-03-18 | 1993-12-03 | Mochida Pharmaceut Co Ltd | 新規ピリミジン誘導体 |
| TW274550B (https=) | 1992-09-26 | 1996-04-21 | Hoechst Ag | |
| US5620978A (en) | 1994-01-03 | 1997-04-15 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University And The University Of Oregon, Eugene Oregon | 8-aza, 6-aza and 6,8-diaza-1,4-dihydroquinoxaline-2,3-diones and the use thereof as antagonists for the glycine/NMDA receptor |
| ZA973884B (en) | 1996-05-23 | 1998-11-06 | Du Pont Merck Pharma | Tetrahydropteridines and pyridylpiperazines for treatment of neurological disorders |
| US6492520B1 (en) | 1996-08-06 | 2002-12-10 | Pfizer Inc | Substituted pyrido-or pyrimido-containing 6,6- or 6,7-bicyclic derivatives |
| US5693641A (en) | 1996-08-16 | 1997-12-02 | Berlex Laboratories Inc. | Bicyclic pyrimidine derivatives and their use as anti-coagulants |
| WO2000000478A1 (en) | 1998-06-26 | 2000-01-06 | Bristol-Myers Squibb Pharma Company | Substituted quinoxalin-2(1h)-ones useful as hiv reverse transcriptase inhibitors |
| EP1409487A1 (en) | 1999-09-15 | 2004-04-21 | Warner-Lambert Company Llc | Pteridinones as kinase inhibitors |
| US6452325B1 (en) | 2000-07-24 | 2002-09-17 | Thermoplastic Processes, Inc. | Shatterproofing of fluorescent lamps |
| WO2002076954A1 (en) | 2001-03-23 | 2002-10-03 | Smithkline Beecham Corporation | Compounds useful as kinase inhibitors for the treatment of hyperproliferative diseases |
| PT1427730E (pt) | 2001-09-04 | 2006-11-30 | Boehringer Ingelheim Pharma | Novas di-hidropteridinonas, processo para sua preparação e sua utilização como medicamento |
| US6806272B2 (en) | 2001-09-04 | 2004-10-19 | Boehringer Ingelheim Pharma Kg | Dihydropteridinones, processes for preparing them and their use as pharmaceutical compositions |
| BR0318145A (pt) | 2003-02-26 | 2006-02-21 | Boehringer Ingelheim Pharma | dihidropteridinonas, processos para a sua preparação e sua aplicação como medicamento |
| EP2269638A3 (en) | 2004-05-28 | 2012-06-13 | GlaxoSmithKline Biologicals S.A. | Vaccine compositions comprising virosomes and a saponin adjuvant |
| DE102004029784A1 (de) | 2004-06-21 | 2006-01-05 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue 2-Benzylaminodihydropteridinone, Verfahren zur deren Herstellung und deren Verwendung als Arzneimittel |
| EP1888587A1 (en) | 2005-05-04 | 2008-02-20 | Pfizer Limited | 2-amido-6-amino-8-oxopurine derivatives as toll-like receptor modulators for the treatment of cancer and viral infections, such as hepatitis c |
| WO2007014838A1 (en) | 2005-08-03 | 2007-02-08 | Boehringer Ingelheim International Gmbh | Dihydropteridinones in the treatment of respiratory diseases |
| WO2007034917A1 (ja) | 2005-09-22 | 2007-03-29 | Dainippon Sumitomo Pharma Co., Ltd. | 新規なアデニン化合物 |
| PT1942108E (pt) | 2005-10-28 | 2013-10-24 | Ono Pharmaceutical Co | Composto com um grupo básico e a sua utilização |
| US20070299067A1 (en) | 2006-03-08 | 2007-12-27 | Ruiping Liu | Quinoline and isoquinoline derivatives as phosphodiesterase 10 inhibitors |
| EP2004193A2 (en) | 2006-03-13 | 2008-12-24 | Merck & Co., Inc. | Ophthalmic compositions for treating ocular hypertension |
| US20090227579A1 (en) | 2006-06-23 | 2009-09-10 | Astrazeneca Ab | Pteridine Derivatives and their Use as Cathespin Inhibitors |
| ATE543819T1 (de) | 2006-10-19 | 2012-02-15 | Signal Pharm Llc | Heteroarylverbindungen, zusammensetzungen daraus und behandlungsverfahren damit |
| US20100120799A1 (en) | 2007-02-19 | 2010-05-13 | Smithkline Beecham Corporation | Purine derivatives as immunomodulators |
| WO2008113711A1 (en) | 2007-03-22 | 2008-09-25 | F. Hoffmann-La Roche Ag | Substituted pyrimidodiazepines useful as plk1 inhibitors |
| WO2008124575A1 (en) | 2007-04-05 | 2008-10-16 | Smithkline Beecham Corporation | Renin inhibitors |
| WO2008124703A2 (en) | 2007-04-05 | 2008-10-16 | Siemens Medical Solutions Usa, Inc. | Development of molecular imaging probes for carbonic anhydrase-ix using click chemistry |
| ES2441196T3 (es) * | 2007-04-18 | 2014-02-03 | Kissei Pharmaceutical Co., Ltd. | Derivado de anillo condensado nitrogenado, composiciones farmacéuticas que lo contienen, y su uso con fines médicos |
| CA2695753A1 (en) | 2007-08-15 | 2009-02-19 | Vertex Pharmaceuticals Incorporated | Compounds useful as protein kinases inhibitors |
| WO2009022185A2 (en) | 2007-08-16 | 2009-02-19 | Astrazeneca Ab | 6, 6-fused heterocycles, their pharmaceutical compositions and methos of use |
| WO2009067547A1 (en) | 2007-11-19 | 2009-05-28 | Takeda Pharmaceutical Company Limited | Polo-like kinase inhibitors |
| CN101284810A (zh) | 2008-06-02 | 2008-10-15 | 秦引林 | 氰基吡咯烷和氰基噻唑烷衍生物 |
| ES2467108T3 (es) * | 2008-12-09 | 2014-06-11 | Gilead Sciences, Inc. | Moduladores de receptores tipo toll |
| NO2477987T3 (https=) * | 2009-09-14 | 2018-06-09 | ||
| AU2011349844B2 (en) * | 2010-12-20 | 2017-06-01 | Gilead Sciences, Inc. | Combinations for treating HCV |
-
2015
- 2015-09-14 BR BR112017005100A patent/BR112017005100A2/pt active Search and Examination
- 2015-09-14 EP EP18205728.1A patent/EP3461828B1/en active Active
- 2015-09-14 PL PL18205728T patent/PL3461828T3/pl unknown
- 2015-09-14 TW TW104130275A patent/TWI692468B/zh active
- 2015-09-14 PT PT15778411T patent/PT3194402T/pt unknown
- 2015-09-14 EA EA201790373A patent/EA201790373A1/ru unknown
- 2015-09-14 CN CN202210865358.5A patent/CN115043840A/zh active Pending
- 2015-09-14 ES ES15778411T patent/ES2706527T3/es active Active
- 2015-09-14 PL PL20207453.0T patent/PL3848375T3/pl unknown
- 2015-09-14 KR KR1020197013364A patent/KR102306860B1/ko active Active
- 2015-09-14 WO PCT/US2015/050039 patent/WO2016044183A1/en not_active Ceased
- 2015-09-14 KR KR1020217030537A patent/KR102457426B1/ko active Active
- 2015-09-14 JP JP2017514494A patent/JP6373490B2/ja active Active
- 2015-09-14 EP EP15778411.7A patent/EP3194402B1/en active Active
- 2015-09-14 CA CA2960384A patent/CA2960384C/en active Active
- 2015-09-14 PT PT182057281T patent/PT3461828T/pt unknown
- 2015-09-14 KR KR1020177009930A patent/KR101978809B1/ko active Active
- 2015-09-14 SG SG11201701472VA patent/SG11201701472VA/en unknown
- 2015-09-14 NZ NZ729526A patent/NZ729526A/en not_active IP Right Cessation
- 2015-09-14 ES ES20207453T patent/ES2975520T3/es active Active
- 2015-09-14 TW TW109111477A patent/TWI780423B/zh active
- 2015-09-14 AU AU2015318062A patent/AU2015318062B2/en active Active
- 2015-09-14 US US14/853,883 patent/US9573952B2/en active Active
- 2015-09-14 MX MX2017003288A patent/MX2017003288A/es unknown
- 2015-09-14 CN CN201580050126.2A patent/CN107074860B/zh active Active
- 2015-09-14 ES ES18205728T patent/ES2845205T3/es active Active
- 2015-09-14 EP EP20207453.0A patent/EP3848375B1/en active Active
- 2015-09-14 SI SI201531451T patent/SI3461828T1/sl unknown
- 2015-09-16 AR ARP150102954A patent/AR101882A1/es unknown
-
2017
- 2017-02-28 IL IL250849A patent/IL250849A0/en unknown
-
2018
- 2018-07-17 JP JP2018134200A patent/JP6596127B2/ja active Active
- 2018-09-27 AU AU2018236824A patent/AU2018236824B2/en active Active
-
2019
- 2019-09-27 JP JP2019176572A patent/JP7063865B2/ja active Active
-
2022
- 2022-02-04 JP JP2022016438A patent/JP7333843B2/ja active Active
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