CR20210590A - Proceso para la preparación de inhibidores de xpo1 y productos intermedios para su uso en la preparación de inhibidores de xpo1 - Google Patents
Proceso para la preparación de inhibidores de xpo1 y productos intermedios para su uso en la preparación de inhibidores de xpo1Info
- Publication number
- CR20210590A CR20210590A CR20210590A CR20210590A CR20210590A CR 20210590 A CR20210590 A CR 20210590A CR 20210590 A CR20210590 A CR 20210590A CR 20210590 A CR20210590 A CR 20210590A CR 20210590 A CR20210590 A CR 20210590A
- Authority
- CR
- Costa Rica
- Prior art keywords
- strong
- compound
- structural formula
- preparation
- xpo1 inhibitors
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 3
- 102100029095 Exportin-1 Human genes 0.000 title 2
- 101100485284 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CRM1 gene Proteins 0.000 title 2
- 101150094313 XPO1 gene Proteins 0.000 title 2
- 108700002148 exportin 1 Proteins 0.000 title 2
- 239000003112 inhibitor Substances 0.000 title 2
- 239000000543 intermediate Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- DEVSOMFAQLZNKR-RJRFIUFISA-N (z)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]-n'-pyrazin-2-ylprop-2-enehydrazide Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C2=NN(\C=C/C(=O)NNC=3N=CC=NC=3)C=N2)=C1 DEVSOMFAQLZNKR-RJRFIUFISA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- YPMUIQDGERASRJ-UPHRSURJSA-N (z)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]prop-2-enoic acid Chemical compound OC(=O)\C=C/N1C=NC(C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)=N1 YPMUIQDGERASRJ-UPHRSURJSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 229950010613 selinexor Drugs 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
La presente invención proporciona un proceso mejorado para la preparación del ácido (Z)-3-(3-(3,5-bis(trifluorometil)fenil)-1H-1,2,4-triazol-1-il)acrílico (denominado compuesto de la Fórmula estructural <strong>III</strong>), que es un producto intermedio clave útil para la síntesis de selinexor ((Z)-3-(3-(3,5-bis(trifluorometil)fenil)-1H-1,2,4-triazol-1-il)-N'-(pirazin-2-il)acrilohidrazida). El proceso comprende la reacción del compuesto de la Fórmula estructural <strong>I</strong> (tal como se describe en el presente documento) con el compuesto de la Fórmula estructural <strong>II</strong> (tal como se describe en el presente documento) en presencia de un catalizador, una base orgánica y un disolvente que contiene éter. La posterior hidrólisis del compuesto formado de la Fórmula estructural <strong>IIIa</strong> (tal como se describe en el presente documento) se realiza sin el aislamiento del compuesto de la Fórmula estructural <strong>IIIa</strong>, proporcionando el compuesto de la Fórmula estructural <strong>III</strong> con un alto rendimiento y estereoselectividad.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201962841649P | 2019-05-01 | 2019-05-01 | |
| PCT/US2020/031124 WO2020223678A1 (en) | 2019-05-01 | 2020-05-01 | Process for preparing xpo1 inhibitors and intermediates for use in the preparation of xp01 inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CR20210590A true CR20210590A (es) | 2022-03-11 |
Family
ID=70802955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CR20210590A CR20210590A (es) | 2019-05-01 | 2020-05-01 | Proceso para la preparación de inhibidores de xpo1 y productos intermedios para su uso en la preparación de inhibidores de xpo1 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US12479806B2 (es) |
| EP (1) | EP3962898A1 (es) |
| JP (2) | JP7630444B2 (es) |
| KR (1) | KR20220004142A (es) |
| CN (1) | CN114040909B (es) |
| AU (1) | AU2020266170B2 (es) |
| BR (1) | BR112021021706A2 (es) |
| CA (1) | CA3135712A1 (es) |
| CR (1) | CR20210590A (es) |
| IL (1) | IL287673B2 (es) |
| MA (1) | MA55808A (es) |
| MX (1) | MX2021013211A (es) |
| SG (1) | SG11202111993SA (es) |
| WO (1) | WO2020223678A1 (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2021013211A (es) | 2019-05-01 | 2022-03-11 | Karyopharm Therapeutics Inc | Proceso para la preparacion de inhibidores de xpo1 y productos intermedios para su uso en la preparacion de inhibidores de xpo1. |
| JP2021048976A (ja) * | 2019-09-24 | 2021-04-01 | 株式会社ユニバーサルエンターテインメント | 遊技機 |
| CN112679477B (zh) * | 2020-12-17 | 2021-10-26 | 佛山奕安赛医药科技有限公司 | 塞利尼索及其中间体的制备方法 |
| CN116514773B (zh) * | 2023-04-24 | 2024-12-03 | 重庆汉佩生物科技有限公司 | 一种Verdinexor(KPT-335)及其盐酸盐的合成方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8513230B2 (en) | 2010-03-05 | 2013-08-20 | Karyopharm Therapeutics, Inc. | Nuclear transport modulators and uses thereof |
| CN103402359B (zh) | 2011-01-17 | 2016-08-24 | 卡尔约药物治疗公司 | 含烯烃核运输调节剂及其用途 |
| EP2736883B1 (en) | 2011-07-29 | 2019-09-04 | Karyopharm Therapeutics, Inc. | Nuclear transport modulators and uses thereof |
| EP2736887B1 (en) | 2011-07-29 | 2017-10-18 | Karyopharm Therapeutics, Inc. | Hydrazide containing nuclear transport modulators and uses thereof |
| IN2014DN09434A (es) | 2012-05-09 | 2015-07-17 | Karyopharm Therapeutics Inc | |
| WO2014144772A1 (en) | 2013-03-15 | 2014-09-18 | Karyopharm Therapeutics Inc. | Methods of promoting wound healing using crm1 inhibitors |
| CN110386919B (zh) | 2013-06-21 | 2023-07-14 | 卡尔约药物治疗公司 | 核转运调节剂及其用途 |
| WO2014205393A1 (en) * | 2013-06-21 | 2014-12-24 | Karyopharm Therapeutics Inc. | Nuclear transport modulators and uses thereof |
| CN111484483B (zh) | 2014-08-15 | 2023-05-26 | 卡尔约药物治疗公司 | 赛灵克斯的多晶型物 |
| US10526295B2 (en) | 2015-12-31 | 2020-01-07 | Karyopharm Therapeutics Inc. | Nuclear transport modulators and uses thereof |
| EP3397634A1 (en) | 2015-12-31 | 2018-11-07 | Karyopharm Therapeutics, Inc. | Nuclear transport modulators and uses thereof |
| WO2017118940A1 (en) * | 2016-01-08 | 2017-07-13 | Dr. Reddy's Laboratories Limited | Solid forms of selinexor and process for their preparation |
| WO2018129227A1 (en) * | 2017-01-05 | 2018-07-12 | Watson Laboratories Inc. | Novel crystalline forms of selinexor and process for their preparation |
| MX2021013211A (es) | 2019-05-01 | 2022-03-11 | Karyopharm Therapeutics Inc | Proceso para la preparacion de inhibidores de xpo1 y productos intermedios para su uso en la preparacion de inhibidores de xpo1. |
-
2020
- 2020-05-01 MX MX2021013211A patent/MX2021013211A/es unknown
- 2020-05-01 EP EP20727786.4A patent/EP3962898A1/en active Pending
- 2020-05-01 WO PCT/US2020/031124 patent/WO2020223678A1/en not_active Ceased
- 2020-05-01 KR KR1020217038842A patent/KR20220004142A/ko active Pending
- 2020-05-01 SG SG11202111993SA patent/SG11202111993SA/en unknown
- 2020-05-01 BR BR112021021706A patent/BR112021021706A2/pt unknown
- 2020-05-01 CR CR20210590A patent/CR20210590A/es unknown
- 2020-05-01 MA MA055808A patent/MA55808A/fr unknown
- 2020-05-01 CA CA3135712A patent/CA3135712A1/en active Pending
- 2020-05-01 AU AU2020266170A patent/AU2020266170B2/en active Active
- 2020-05-01 CN CN202080048243.6A patent/CN114040909B/zh active Active
- 2020-05-01 US US17/607,670 patent/US12479806B2/en active Active
- 2020-05-01 IL IL287673A patent/IL287673B2/en unknown
- 2020-05-01 JP JP2021564434A patent/JP7630444B2/ja active Active
-
2025
- 2025-02-04 JP JP2025016855A patent/JP7850834B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN114040909B (zh) | 2025-06-03 |
| WO2020223678A1 (en) | 2020-11-05 |
| SG11202111993SA (en) | 2021-11-29 |
| IL287673B1 (en) | 2026-01-01 |
| JP7850834B2 (ja) | 2026-04-23 |
| IL287673A (en) | 2021-12-01 |
| MA55808A (fr) | 2022-03-09 |
| KR20220004142A (ko) | 2022-01-11 |
| IL287673B2 (en) | 2026-05-01 |
| AU2020266170B2 (en) | 2026-02-26 |
| BR112021021706A2 (pt) | 2022-04-19 |
| AU2020266170A1 (en) | 2021-11-25 |
| US20220242832A1 (en) | 2022-08-04 |
| US12479806B2 (en) | 2025-11-25 |
| CN114040909A (zh) | 2022-02-11 |
| JP2022531576A (ja) | 2022-07-07 |
| MX2021013211A (es) | 2022-03-11 |
| JP7630444B2 (ja) | 2025-02-17 |
| CA3135712A1 (en) | 2020-11-05 |
| EP3962898A1 (en) | 2022-03-09 |
| JP2025072490A (ja) | 2025-05-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| MX2021013211A (es) | Proceso para la preparacion de inhibidores de xpo1 y productos intermedios para su uso en la preparacion de inhibidores de xpo1. | |
| AR120457A1 (es) | Síntesis mejorada del compuesto inhibidor de g12c de kras | |
| AR117814A1 (es) | Compuestos moduladores de fxr (nr1h4) | |
| UY39801A (es) | Un proceso novedoso para la preparación de diamidas antranílicas | |
| ECSP088368A (es) | Derivados de 3-alquil-5-(4-alquil-5-oxo-tetrahidrofuran-2-il)-pirrolidin-2-ona como intermediarios en la síntesis de inhibidores de renina | |
| BR112022012153A2 (pt) | Processo para preparar um composto e composto | |
| CL2009001414A1 (es) | Procedimiento de sintesis de 7,8-dimetoxi-1,3-dihidro-2h-3-benzazepin-2-ona sin aislacion de compuestos intermediarios; util para la sintesis de ivabradina. | |
| AR061310A1 (es) | Procesos para preparar compuestos intermediarios utiles para la preparacion de cinacalcet | |
| TW201502124A (zh) | 製備苯并咪唑衍生物之方法 | |
| ECSP077167A (es) | Nuevos compuestos heterociclicos | |
| AR132362A1 (es) | Conjugados que comprenden enlazadores escindibles | |
| DOP2025000064A (es) | Proceso para la preparación de un agente de contraste de gadolinio | |
| RU2009111276A (ru) | Способ получения 1-(3, 4-дихлорбензил)-5-октилбигуанида или его соли | |
| ES2650247T3 (es) | Procedimiento de preparación del bosentán | |
| PE20081497A1 (es) | Nuevo procedimiento para la preparacion de 4-4'-(1-metil-1,2-etandiil)-bis-(2,6-piperazindiona) | |
| PE20110163A1 (es) | Proceso para la preparacion de derivados de pirimidina sustituidos | |
| AR071005A1 (es) | Preparacion selectiva de pirimidinas sustituidas | |
| MX2024010134A (es) | Sintesis de inhibidores de tirosina quinasa de bruton. | |
| EA200201122A1 (ru) | Способ получения производного тетразола | |
| CL2012000739A1 (es) | Procedimientos de preparacion del acido 2-[(3,5-difluoro-3'-metoxi-1,1'-bifenil-4-il)amino]nicotinico; y uno de los compuestos intermedios considerados. | |
| CR20250520A (es) | Alcoholes y éteres bicíclicos 5,6-condensados y 6,6-condensados y composiciones para su uso como moduladores de la 15-prostaglandina deshidrogenasa | |
| CU20220023A7 (es) | Derivados de 2-azaspiro[3,4]octano como agonistas de m4 | |
| MX2024015016A (es) | Proceso para la preparacion de derivados de eter, tioeter o amina secundaria en la presencia de un catalizador acido heterogeneo | |
| ES2568927T3 (es) | Proceso para fabricar derivados de adamantano con alto rendimiento | |
| MX2012008152A (es) | Proceso para preparar voriconazol utilizando nuevos intermediarios. |