EA201992695A1 - Способ получения (3r,4s)-3-ацетамидо-4-аллил-n-(трет-бутил)пирролидин-3-карбоксамида - Google Patents
Способ получения (3r,4s)-3-ацетамидо-4-аллил-n-(трет-бутил)пирролидин-3-карбоксамидаInfo
- Publication number
- EA201992695A1 EA201992695A1 EA201992695A EA201992695A EA201992695A1 EA 201992695 A1 EA201992695 A1 EA 201992695A1 EA 201992695 A EA201992695 A EA 201992695A EA 201992695 A EA201992695 A EA 201992695A EA 201992695 A1 EA201992695 A1 EA 201992695A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- acetamido
- carboxamide
- allyl
- butyl
- tret
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- IQHXABCGSFAKPN-UHFFFAOYSA-N pyrrolidine-3-carboxamide Chemical compound NC(=O)C1CCNC1 IQHXABCGSFAKPN-UHFFFAOYSA-N 0.000 title 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000010956 selective crystallization Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/22—Separation; Purification; Stabilisation; Use of additives
- C07C231/24—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C233/05—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/20—Esters of monothiocarboxylic acids
- C07C327/22—Esters of monothiocarboxylic acids having carbon atoms of esterified thiocarboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- 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
- C07B2200/07—Optical isomers
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762505282P | 2017-05-12 | 2017-05-12 | |
| PCT/US2018/032407 WO2018209290A1 (en) | 2017-05-12 | 2018-05-11 | Method of preparing (3r,4s)-3-acetamido-4-allyl-n-(tert-butyl)pyrrolidine-3-carboxamide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EA201992695A1 true EA201992695A1 (ru) | 2020-05-15 |
Family
ID=62387001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201992695A EA201992695A1 (ru) | 2017-05-12 | 2018-05-11 | Способ получения (3r,4s)-3-ацетамидо-4-аллил-n-(трет-бутил)пирролидин-3-карбоксамида |
Country Status (21)
| Country | Link |
|---|---|
| US (3) | US10494339B2 (https=) |
| EP (1) | EP3621954B1 (https=) |
| JP (1) | JP2020519583A (https=) |
| KR (1) | KR20200008578A (https=) |
| CN (1) | CN110709383A (https=) |
| AU (1) | AU2018265873A1 (https=) |
| BR (1) | BR112019023582A2 (https=) |
| CA (1) | CA3062851A1 (https=) |
| CL (1) | CL2019003212A1 (https=) |
| CO (1) | CO2019013923A2 (https=) |
| CR (1) | CR20190562A (https=) |
| EA (1) | EA201992695A1 (https=) |
| IL (2) | IL278757B (https=) |
| MA (1) | MA48626A (https=) |
| MX (1) | MX2019013533A (https=) |
| PE (1) | PE20200339A1 (https=) |
| PH (1) | PH12019502505A1 (https=) |
| SG (1) | SG10201912946TA (https=) |
| TW (1) | TW201900609A (https=) |
| WO (1) | WO2018209290A1 (https=) |
| ZA (1) | ZA201908267B (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2632927T3 (en) | 2010-10-26 | 2016-04-11 | Mars Inc | Boronates AS ARGINSASEINHIBITORER |
| SMT202100573T1 (it) | 2016-12-22 | 2021-11-12 | Calithera Biosciences Inc | Composizioni e metodi per l'inibizione dell'attivita' dell'arginasi |
| WO2018209290A1 (en) * | 2017-05-12 | 2018-11-15 | Calithera Biosciences, Inc. | Method of preparing (3r,4s)-3-acetamido-4-allyl-n-(tert-butyl)pyrrolidine-3-carboxamide |
| EP3774843B1 (en) | 2018-03-29 | 2022-05-25 | Molecure SA | Dipeptide piperidine derivatives |
| CN110734456A (zh) * | 2019-11-06 | 2020-01-31 | 南京谷睿生物科技有限公司 | 一种化合物及其制备方法和医药上的应用 |
| US20220041630A1 (en) | 2020-07-17 | 2022-02-10 | Incyte Corporation | Processes for the preparation of arginase inhibitors and their synthetic intermediates |
| CN113866289A (zh) * | 2021-09-03 | 2021-12-31 | 上海凌凯医药科技有限公司 | 2,3-二苯甲酰氧基-4-二甲基氨基-4-氧代丁酸的手性分离检测方法 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999019295A1 (en) | 1997-10-10 | 1999-04-22 | Trustees Of The University Of Pennsylvania | Compositions and methods for inhibiting arginase activity |
| US20040063666A1 (en) | 1998-10-09 | 2004-04-01 | David Christianson | Compositions for inhibiting arginase activity |
| JP2004502948A (ja) | 2000-07-06 | 2004-01-29 | ファル ダイアグノスティクス | アルギニン化合物の検出のための方法及びキット |
| CA2431080A1 (en) | 2003-06-02 | 2004-12-02 | Catherine Adele O'brien | Enhancement of anticancer immunity through inhibition of arginase |
| WO2007005620A2 (en) | 2005-07-01 | 2007-01-11 | The Johns Hopkins University | Arginase ii: a target treatment of aging heart and heart failure |
| SI2389352T1 (sl) | 2009-01-26 | 2019-08-30 | The Trustees Of The University Of Pennsylvania, Center For Technology Transfer | Inhibitorji arginaze in postopki uporabe |
| CN103068830B (zh) | 2010-04-22 | 2016-06-29 | 马尔斯公司 | 精氨酸酶抑制剂及其治疗应用 |
| DK2632927T3 (en) | 2010-10-26 | 2016-04-11 | Mars Inc | Boronates AS ARGINSASEINHIBITORER |
| CA2824599C (en) | 2010-12-31 | 2020-03-10 | Astrazeneca Uk Limited | Arginase inhibitors and methods of use thereof |
| US9266908B2 (en) | 2011-10-19 | 2016-02-23 | Mars, Incorporated | Inhibitors of arginase and their therapeutic applications |
| RU2014120166A (ru) | 2011-10-20 | 2015-11-27 | ГЛЭКСОСМИТКЛАЙН ЭлЭлСи | Замещенные бициклические аза-гетероциклы и их аналоги в качестве модуляторов сиртуина |
| CA2870526C (en) | 2012-04-18 | 2020-05-05 | Mars, Incorporated | Ring constrained analogs as arginase inhibitors |
| JP6508785B2 (ja) | 2013-10-25 | 2019-05-08 | ファーマサイクリックス エルエルシー | ブルトンチロシンキナーゼ阻害剤および免疫療法を使用する処置 |
| CN105879030A (zh) | 2014-09-30 | 2016-08-24 | 复旦大学 | 治疗肿瘤的增效药物复合物及其制备方法 |
| CN107405404A (zh) | 2015-03-20 | 2017-11-28 | 塞米·欧尤·奥皮约 | 苏拉明和精氨酸酶抑制剂在恶性肿瘤中的用途 |
| KR20180021117A (ko) | 2015-06-23 | 2018-02-28 | 칼리테라 바이오사이언시즈, 인코포레이티드 | 아르기나제 활성 억제를 위한 조성물 및 방법 |
| WO2017075363A1 (en) * | 2015-10-30 | 2017-05-04 | Calithera Biosciences, Inc. | Compositions and methods for inhibiting arginase activity |
| WO2018209290A1 (en) * | 2017-05-12 | 2018-11-15 | Calithera Biosciences, Inc. | Method of preparing (3r,4s)-3-acetamido-4-allyl-n-(tert-butyl)pyrrolidine-3-carboxamide |
-
2018
- 2018-05-11 WO PCT/US2018/032407 patent/WO2018209290A1/en not_active Ceased
- 2018-05-11 BR BR112019023582-5A patent/BR112019023582A2/pt not_active Application Discontinuation
- 2018-05-11 PE PE2019002393A patent/PE20200339A1/es unknown
- 2018-05-11 EA EA201992695A patent/EA201992695A1/ru unknown
- 2018-05-11 MA MA048626A patent/MA48626A/fr unknown
- 2018-05-11 JP JP2019561210A patent/JP2020519583A/ja not_active Abandoned
- 2018-05-11 KR KR1020197036665A patent/KR20200008578A/ko not_active Ceased
- 2018-05-11 AU AU2018265873A patent/AU2018265873A1/en not_active Abandoned
- 2018-05-11 CN CN201880031547.4A patent/CN110709383A/zh active Pending
- 2018-05-11 EP EP18727970.8A patent/EP3621954B1/en active Active
- 2018-05-11 SG SG10201912946TA patent/SG10201912946TA/en unknown
- 2018-05-11 CA CA3062851A patent/CA3062851A1/en active Pending
- 2018-05-11 CR CR20190562A patent/CR20190562A/es unknown
- 2018-05-11 MX MX2019013533A patent/MX2019013533A/es unknown
- 2018-05-11 US US15/977,948 patent/US10494339B2/en active Active
- 2018-05-14 TW TW107116349A patent/TW201900609A/zh unknown
-
2019
- 2019-11-07 PH PH12019502505A patent/PH12019502505A1/en unknown
- 2019-11-08 CL CL2019003212A patent/CL2019003212A1/es unknown
- 2019-11-18 US US16/687,394 patent/US10906872B2/en active Active
- 2019-12-11 CO CONC2019/0013923A patent/CO2019013923A2/es unknown
- 2019-12-11 ZA ZA201908267A patent/ZA201908267B/en unknown
-
2020
- 2020-11-17 IL IL278757A patent/IL278757B/en unknown
-
2021
- 2021-02-01 US US17/164,825 patent/US11370754B2/en active Active
- 2021-08-02 IL IL285299A patent/IL285299A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2020519583A (ja) | 2020-07-02 |
| US11370754B2 (en) | 2022-06-28 |
| US20210155589A1 (en) | 2021-05-27 |
| PH12019502505A1 (en) | 2020-07-13 |
| IL278757B (en) | 2021-08-31 |
| EP3621954B1 (en) | 2022-03-09 |
| US20180362459A1 (en) | 2018-12-20 |
| ZA201908267B (en) | 2020-11-25 |
| TW201900609A (zh) | 2019-01-01 |
| WO2018209290A1 (en) | 2018-11-15 |
| EP3621954A1 (en) | 2020-03-18 |
| US20200087255A1 (en) | 2020-03-19 |
| US10906872B2 (en) | 2021-02-02 |
| CR20190562A (es) | 2020-03-04 |
| CL2019003212A1 (es) | 2020-02-21 |
| CN110709383A (zh) | 2020-01-17 |
| AU2018265873A1 (en) | 2019-11-28 |
| IL278757A (en) | 2021-01-31 |
| CA3062851A1 (en) | 2018-11-15 |
| SG10201912946TA (en) | 2020-02-27 |
| BR112019023582A2 (pt) | 2020-06-02 |
| PE20200339A1 (es) | 2020-02-14 |
| IL285299A (en) | 2021-09-30 |
| CO2019013923A2 (es) | 2020-04-01 |
| KR20200008578A (ko) | 2020-01-28 |
| US10494339B2 (en) | 2019-12-03 |
| MX2019013533A (es) | 2020-08-03 |
| MA48626A (fr) | 2020-03-18 |
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