AR083105A1 - Metodo para preparar 2-amino-n-(2,2,2-trifluoroetil)acetamida - Google Patents
Metodo para preparar 2-amino-n-(2,2,2-trifluoroetil)acetamidaInfo
- Publication number
- AR083105A1 AR083105A1 ARP110103504A ARP110103504A AR083105A1 AR 083105 A1 AR083105 A1 AR 083105A1 AR P110103504 A ARP110103504 A AR P110103504A AR P110103504 A ARP110103504 A AR P110103504A AR 083105 A1 AR083105 A1 AR 083105A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- amino
- preparing
- contacting
- Prior art date
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/14—Preparation of carboxylic acid amides by formation of carboxamide groups together with reactions not involving the carboxamide groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
- C07C237/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/22—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
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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
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Se describe métodos para preparar compuestos de la fórmula (1) y (2). El primer método usa un grupo protector amino de bencilcarbamato y un intermedio de la fórmula (3). El segundo método usa un grupo protector amino de terc-butilcarbamato y un intermedio de la fórmula (4). El tercer método usa un grupo protector amino de dibencilo. También se describe un compuesto, N-[2-oxo-2-[(2,2,2-trifluoroetil)amino]etil]carbamato de fenilmetilo (un compuesto de la fórmula (3)). Se describe, además, un método para preparar un compuesto de la fórmula (5) a partir de un compuesto de la fórmula (6) y un compuesto de la fórmula (1) ó (2).Reivindicación 1: Un método para preparar un compuesto de la fórmula (1) el método caracterizado porque comprende (A) contactar un compuesto de la fórmula (7) con un compuesto de la fórmula (8) y un reactivo de acoplamiento para formar un intermedio de la fórmula (3) en presencia de una base; (B) contactar el intermedio de la fórmula (3) con hidrógeno en presencia de un catalizador de hidrogenólisis para producir un compuesto de la fórmula (1); y (C) opcionalmente, contactar el compuesto de la fórmula (1) con un ácido de la fórmula: HX en donde X es Cl, Br, CF3CO2, CH3SO3, (SO4)1/2 o (PO4)1/3 para producir el compuesto de la fórmula (1) en forma de sal HX. Reivindicación 10: Un método para preparar un compuesto de la fórmula (2) en donde X es Cl, Br, CF3CO2, CH3SO3, (SO4)1/2 o (PO4)1/3, el método caracterizado porque comprende (A1) contactar un compuesto de la fórmula (9) con un compuesto de la fórmula (8) y un reactivo de acoplamiento para formar un intermedio de la fórmula (4) en presencia de una base; y (B1) contactar el intermedio de la fórmula (4) con un ácido de la fórmula: HX. Reivindicación 16: Un método para preparar un compuesto de la fórmula (5) el método caracterizado porque comprende contactar un compuesto de la fórmula (6) con un compuesto de la fórmula (1) ó (2) en donde X es Cl, Br, CF3CO2, CH3SO3, (SO4)1/2 o (PO4)1/3 y un reactivo de acoplamiento en presencia de una base.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38667310P | 2010-09-27 | 2010-09-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR083105A1 true AR083105A1 (es) | 2013-01-30 |
Family
ID=44741725
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP110103504A AR083105A1 (es) | 2010-09-27 | 2011-09-26 | Metodo para preparar 2-amino-n-(2,2,2-trifluoroetil)acetamida |
| ARP190101555A AR114920A2 (es) | 2010-09-27 | 2019-06-06 | Método para preparar 2-amino-n-(2,2,2-trifluoroetil)acetamida |
| ARP190101556A AR114921A2 (es) | 2010-09-27 | 2019-06-06 | Método para preparar 2-amino-n-(2,2,2-trifluoroetil)acetamida |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP190101555A AR114920A2 (es) | 2010-09-27 | 2019-06-06 | Método para preparar 2-amino-n-(2,2,2-trifluoroetil)acetamida |
| ARP190101556A AR114921A2 (es) | 2010-09-27 | 2019-06-06 | Método para preparar 2-amino-n-(2,2,2-trifluoroetil)acetamida |
Country Status (20)
| Country | Link |
|---|---|
| US (4) | US10202332B2 (es) |
| EP (2) | EP3150575B1 (es) |
| JP (2) | JP5859010B2 (es) |
| KR (1) | KR101901466B1 (es) |
| CN (1) | CN103124721B (es) |
| AR (3) | AR083105A1 (es) |
| AU (3) | AU2011312599B2 (es) |
| BR (3) | BR112013007040B8 (es) |
| CA (4) | CA2812718C (es) |
| ES (2) | ES2962793T3 (es) |
| IL (3) | IL225147A (es) |
| LT (2) | LT3150575T (es) |
| MX (2) | MX346782B (es) |
| MY (1) | MY161570A (es) |
| PT (2) | PT3150575T (es) |
| RU (1) | RU2581841C2 (es) |
| TW (3) | TW201720792A (es) |
| UA (1) | UA113615C2 (es) |
| WO (1) | WO2012047543A1 (es) |
| ZA (1) | ZA201301830B (es) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014028758A (ja) | 2010-11-19 | 2014-02-13 | Nissan Chem Ind Ltd | 寄生虫及び衛生害虫防除剤 |
| WO2020222158A1 (en) * | 2019-04-30 | 2020-11-05 | Hikal Limited | Process for the preparation of 2-amino-n-(2,2,2-trifluoroethyl)-acetamide and salts thereof |
| CN114057594A (zh) * | 2020-07-31 | 2022-02-18 | 广东东阳光药业有限公司 | 2-氨基-n-(2,2,2-三氟乙基)乙酰胺或其盐的制备方法 |
| CN115710185B (zh) * | 2021-08-23 | 2024-05-03 | 中国石油化工股份有限公司 | 利用金属碳化物催化剂生产甲胺的方法 |
| CN114414678B (zh) * | 2021-12-27 | 2023-05-30 | 丽珠集团新北江制药股份有限公司 | 一种异噁唑啉类兽药中间体铵盐有关杂质的分析方法 |
| WO2023145372A1 (ja) * | 2022-01-28 | 2023-08-03 | 日本曹達株式会社 | アミド化合物の製造方法 |
| CN115536541A (zh) * | 2022-10-13 | 2022-12-30 | 湖北美天生物科技股份有限公司 | 氟雷拉纳和阿福拉纳共同中间体的合成方法 |
| CN116253658B (zh) * | 2022-11-25 | 2023-08-11 | 济南久隆医药科技有限公司 | 一种阿福拉纳中间体合成方法 |
| CN115772091B (zh) * | 2023-01-05 | 2023-06-23 | 济南久隆医药科技有限公司 | 一种2-氨基-n-(2,2,2-三氟乙基)乙酰胺的合成方法 |
| CN116143652B (zh) * | 2023-01-13 | 2024-06-28 | 四川青木制药有限公司 | 一种阿福拉纳中间体及其制备方法和应用 |
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| US4484001A (en) * | 1983-11-18 | 1984-11-20 | Ppg Industries, Inc. | Method for preparing N-benzyloxycarbonyl amino acids containing additional functionality |
| EP0221019B1 (en) * | 1985-10-14 | 1994-01-05 | Nippon Zoki Pharmaceutical Co. Ltd. | Peptides |
| US5952497A (en) * | 1996-07-10 | 1999-09-14 | University Of Georgia Research Foundation | N.sup.α -Bpoc amino acid pentafluorophenyl (Pfp) esters and 3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-yl (ODhbt) esters |
| JP2979139B2 (ja) * | 1998-03-11 | 1999-11-15 | 東北大学長 | Ｌ−パラボロノフェニルアラニンの製造方法 |
| US6472415B1 (en) * | 1998-12-18 | 2002-10-29 | Biophysica, Inc. | Androgen receptor suppressors in the therapy and diagnosis of prostate cancer, alopecia and other hyper-androgenic syndromes |
| US7297712B2 (en) * | 2002-03-27 | 2007-11-20 | Council Of Scientific And Industrial Research | Cationic amphiphiles for intracellular delivery of therapeutic molecules and its composition, process and method of treatment |
| US20040077618A1 (en) * | 2002-10-22 | 2004-04-22 | Bennani Youssef L. | Cycloalkylamides and their therapeutic applications |
| US8017151B2 (en) * | 2004-09-07 | 2011-09-13 | Board Of Regents Of The University Of Nebraska By And Behalf Of The University Of Nebraska Medical Center | Amphiphilic polymer-protein conjugates and methods of use thereof |
| TW200643015A (en) * | 2005-03-11 | 2006-12-16 | Akzo Nobel Nv | 2-(4-oxo-4H-quinazolin-3-yl)acetamide derivatives |
| JP2009504572A (ja) * | 2005-08-02 | 2009-02-05 | スミスクライン・ビーチャム・コーポレイション | キノリン誘導体の合成方法 |
| EP1801086A1 (en) * | 2005-11-25 | 2007-06-27 | Synthacon GmbH | Synthesis of carbon acid amides |
| US8030489B2 (en) * | 2007-03-26 | 2011-10-04 | Astellas Pharma Inc. | Ornithine derivative |
| TWI649303B (zh) | 2007-08-17 | 2019-02-01 | 杜邦股份有限公司 | 製備４-乙醯基-ｎ-〔２-側氧基-２-〔（２，２，２-三氟乙基）胺基〕乙基〕-１-萘甲醯胺之化合物及方法 |
| GB2453770A (en) * | 2007-10-19 | 2009-04-22 | Reckitt Benckiser Healthcare | Oral composition comprising a cooling agent |
| JP5403205B2 (ja) * | 2007-10-29 | 2014-01-29 | 日産化学工業株式会社 | ２−アミノ−ｎ−（２，２，２−トリフルオロエチル）アセトアミド化合物又はその塩の製造方法 |
| TWI518076B (zh) * | 2008-04-09 | 2016-01-21 | 杜邦股份有限公司 | 製備雜環化合物之方法 |
| CA2730405A1 (en) * | 2008-07-09 | 2010-01-14 | Nissan Chemical Industries, Ltd. | Production method of isoxazoline-substituted benzoic acid amide compound |
| PL2379537T3 (pl) * | 2008-12-19 | 2013-03-29 | Elanco Tiergesundheit Ag | Pochodne izooksazoliny i ich zastosowanie jako pestycydów |
| EA201100980A1 (ru) * | 2008-12-23 | 2012-01-30 | Басф Се | Замещенные амидиновые соединения для подавления животных-вредителей |
| KR20120083357A (ko) * | 2009-09-24 | 2012-07-25 | 사노피-아벤티스 유.에스. 엘엘씨 | （４?플루오로?３?피페리딘?４?일?벤질）?카밤산 3급?부틸 에스테르 및 이의 중간체들의 합성 |
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- 2011-09-23 ES ES16197213T patent/ES2962793T3/es active Active
- 2011-09-23 RU RU2013119617/04A patent/RU2581841C2/ru active
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- 2011-09-23 US US13/824,309 patent/US10202332B2/en active Active
- 2011-09-23 MX MX2016009204A patent/MX346782B/es unknown
- 2011-09-23 KR KR1020137010835A patent/KR101901466B1/ko active IP Right Grant
- 2011-09-23 CA CA2812718A patent/CA2812718C/en active Active
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- 2011-09-23 JP JP2013530349A patent/JP5859010B2/ja active Active
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- 2011-09-23 LT LTEP16197213.8T patent/LT3150575T/lt unknown
- 2011-09-23 CA CA3197676A patent/CA3197676A1/en active Pending
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- 2011-09-26 TW TW106104243A patent/TW201720792A/zh unknown
- 2011-09-26 TW TW105105614A patent/TWI591046B/zh active
- 2011-09-26 TW TW100134656A patent/TWI535685B/zh active
- 2011-09-26 AR ARP110103504A patent/AR083105A1/es active IP Right Grant
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2013
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2016
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2018
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2019
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- 2019-11-17 IL IL270711A patent/IL270711B/en unknown
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2023
- 2023-03-24 US US18/126,225 patent/US20230303482A1/en active Pending
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