CN107922287B - 合成(1r,2r,5r)-5-氨基-2-甲基环己醇盐酸盐的方法和其中可用的中间体 - Google Patents
合成(1r,2r,5r)-5-氨基-2-甲基环己醇盐酸盐的方法和其中可用的中间体 Download PDFInfo
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- CN107922287B CN107922287B CN201680043308.1A CN201680043308A CN107922287B CN 107922287 B CN107922287 B CN 107922287B CN 201680043308 A CN201680043308 A CN 201680043308A CN 107922287 B CN107922287 B CN 107922287B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/54—Preparation of compounds containing amino groups bound to a carbon skeleton by rearrangement reactions
- C07C209/58—Preparation of compounds containing amino groups bound to a carbon skeleton by rearrangement reactions from or via amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C07C209/86—Separation
- C07C209/88—Separation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
- C07C211/40—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing only non-condensed rings
-
- 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
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/04—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups from amines with formation of carbamate groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C67/347—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to unsaturated carbon-to-carbon bonds
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562196363P | 2015-07-24 | 2015-07-24 | |
| US62/196,363 | 2015-07-24 | ||
| PCT/US2016/043511 WO2017019487A1 (en) | 2015-07-24 | 2016-07-22 | Methods of synthesis of (1r,2r,5r)-5-amino-2-methylcyclohexanol hydrochloride and intermediates useful therein |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN107922287A CN107922287A (zh) | 2018-04-17 |
| CN107922287B true CN107922287B (zh) | 2021-04-09 |
Family
ID=57885143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201680043308.1A Active CN107922287B (zh) | 2015-07-24 | 2016-07-22 | 合成(1r,2r,5r)-5-氨基-2-甲基环己醇盐酸盐的方法和其中可用的中间体 |
Country Status (9)
| Country | Link |
|---|---|
| US (4) | US10252981B2 (https=) |
| EP (2) | EP3325432B1 (https=) |
| JP (2) | JP6805232B2 (https=) |
| CN (1) | CN107922287B (https=) |
| AU (2) | AU2016297784B2 (https=) |
| CA (2) | CA3208587A1 (https=) |
| ES (2) | ES2994877T3 (https=) |
| MX (2) | MX2018001004A (https=) |
| WO (1) | WO2017019487A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016123291A1 (en) | 2015-01-29 | 2016-08-04 | Signal Pharmaceuticals, Llc | Isotopologues of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide |
| CA3208587A1 (en) * | 2015-07-24 | 2017-02-02 | Celgene Corporation | Methods of synthesis of (1r,2r,5r)-5-amino-2-methylcyclohexanol hydrochloride and intermediates useful therein |
| CN111848423B (zh) * | 2019-04-30 | 2022-10-14 | 尚科生物医药(上海)有限公司 | 3-氧代环丁基氨基甲酸叔丁酯的制备方法 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2859239A (en) * | 1956-08-17 | 1958-11-04 | Dow Chemical Co | Acrylic acid compounds |
| EP0520419A2 (en) * | 1991-06-26 | 1992-12-30 | Union Carbide Chemicals & Plastics Technology Corporation | Production of unsaturated cycloaliphatic esters and derivatives thereof |
| CN1315777C (zh) * | 2003-01-16 | 2007-05-16 | 东丽泛应化学(股) | 旋光二酰基酒石酸的回收方法 |
| JP2009214039A (ja) * | 2008-03-11 | 2009-09-24 | Tosoh Finechem Corp | 固体ルイス酸触媒、それを用いたディールスアルダー付加物の製造方法 |
| CN103492370A (zh) * | 2011-04-22 | 2014-01-01 | 西格诺药品有限公司 | 取代的二氨基甲酰胺和二氨基甲腈嘧啶,其组合物,和用其治疗的方法 |
Family Cites Families (75)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH549339A (de) | 1971-05-12 | 1974-05-31 | Ciba Geigy Ag | Herbizides mittel. |
| US5763647A (en) * | 1990-03-30 | 1998-06-09 | Shionogi & Co., Ltd. | Preparation of optically active 1,4-bridged-cyclohexane carboxylic acid derivatives |
| AU1507199A (en) | 1997-12-15 | 1999-07-05 | Yamanouchi Pharmaceutical Co., Ltd. | Novel pyrimidine-5-carboxamide derivatives |
| ES2274634T3 (es) | 1998-08-29 | 2007-05-16 | Astrazeneca Ab | Compuestos de pirimidina. |
| AU5107900A (en) | 1999-06-09 | 2000-12-28 | Yamanouchi Pharmaceutical Co., Ltd. | Novel heterocyclic carboxamide derivatives |
| WO2000076980A1 (en) | 1999-06-10 | 2000-12-21 | Yamanouchi Pharmaceutical Co., Ltd. | Novel nitrogen-contaiing heterocyclic derivatives or salts thereof |
| AU5636900A (en) | 1999-06-30 | 2001-01-31 | Merck & Co., Inc. | Src kinase inhibitor compounds |
| MXPA02001565A (es) | 1999-08-13 | 2005-07-14 | Vertex Pharma | Inhibidores de cinasas c-jun n-terminal (jnk) y de otras cinasas proteicas. |
| TWI329105B (en) | 2002-02-01 | 2010-08-21 | Rigel Pharmaceuticals Inc | 2,4-pyrimidinediamine compounds and their uses |
| GB0206215D0 (en) | 2002-03-15 | 2002-05-01 | Novartis Ag | Organic compounds |
| JPWO2003082855A1 (ja) | 2002-03-28 | 2005-08-04 | 協和醗酵工業株式会社 | 抗炎症剤 |
| AU2003244098A1 (en) | 2002-06-28 | 2004-01-19 | Yamanouchi Pharmaceutical Co., Ltd. | Diaminopyrimidinecarboxa mide derivative |
| ES2445208T3 (es) | 2002-07-29 | 2014-02-28 | Rigel Pharmaceuticals, Inc. | Compuestos de 2,4-pirimidindiamina para uso en métodos para tratar o prevenir enfermedades autoinmunitarias |
| JPWO2004054617A1 (ja) | 2002-12-13 | 2006-04-20 | 協和醗酵工業株式会社 | 中枢疾患の予防および/または治療剤 |
| EP1590341B1 (en) | 2003-01-17 | 2009-06-17 | Warner-Lambert Company LLC | 2-aminopyridine substituted heterocycles as inhibitors of cellular proliferation |
| ATE440087T1 (de) | 2003-01-30 | 2009-09-15 | Boehringer Ingelheim Pharma | 2,4-diaminopyrimidinderivate, die sich als inhibitoren von pkc-theta eignen |
| NZ585188A (en) | 2003-08-15 | 2011-09-30 | Novartis Ag | 2,4-Pyrimidinediamines useful in the treatment of neoplastic diseases, inflammatory and immune system disorders |
| JP2007506746A (ja) | 2003-09-24 | 2007-03-22 | ワイス・ホールディングズ・コーポレイション | 抗癌剤としての5−アリールピリミジン類 |
| WO2005095382A1 (ja) | 2004-03-30 | 2005-10-13 | Kyowa Hakko Kogyo Co., Ltd. | 抗腫瘍剤 |
| JP2008505910A (ja) | 2004-07-08 | 2008-02-28 | ベーリンガー インゲルハイム ファーマシューティカルズ インコーポレイテッド | Pkc−シータのインヒビターとして有用なピリミジン誘導体 |
| EP1796679A1 (en) | 2004-09-10 | 2007-06-20 | Altana Pharma AG | Ciclesonide and syk inhibitor combination and methods of use thereof |
| CA2579017A1 (en) | 2004-09-10 | 2006-03-16 | Altana Pharma Ag | Roflumilast and syk inhibitor combination and methods of use thereof |
| JP2006124387A (ja) | 2004-09-30 | 2006-05-18 | Taisho Pharmaceut Co Ltd | 新規なキノリン、テトラヒドロキナゾリン、及びピリミジン誘導体と、これらを使用することに関連した治療方法 |
| ATE542802T1 (de) | 2004-09-30 | 2012-02-15 | Tibotec Pharm Ltd | Hiv-inhibierende 5-substituierte pyrimidine |
| WO2006091737A1 (en) | 2005-02-24 | 2006-08-31 | Kemia, Inc. | Modulators of gsk-3 activity |
| KR20080004488A (ko) | 2005-03-10 | 2008-01-09 | 바이엘 파마슈티칼스 코포레이션 | 과다증식성 장애 치료용 피리미딘 유도체 |
| WO2007032445A1 (ja) | 2005-09-16 | 2007-03-22 | Kyowa Hakko Kogyo Co., Ltd. | タンパク質キナーゼ阻害剤 |
| MX2009000769A (es) | 2006-07-21 | 2009-01-28 | Novartis Ag | Compuestos de 2,4-di(arilaminio)-pirimidin-5-carboxamida como inhibidores de cinasas jak. |
| US8188113B2 (en) | 2006-09-14 | 2012-05-29 | Deciphera Pharmaceuticals, Inc. | Dihydropyridopyrimidinyl, dihydronaphthyidinyl and related compounds useful as kinase inhibitors for the treatment of proliferative diseases |
| US20080139531A1 (en) | 2006-12-04 | 2008-06-12 | Alcon Manufacturing Ltd. | Use of connective tissue mast cell stabilizers to facilitate ocular surface re-epithelization and wound repair |
| CL2007003693A1 (es) * | 2006-12-22 | 2008-06-27 | Actelion Pharmaceuticals Ltd | Compuestos derivados de pirido [3,2-b] [1,4] tiazina; composicion farmaceutica que contiene dichos compuestos; y su uso en el tratamiento de infecciones bacterianas. |
| BRPI0810411B8 (pt) | 2007-04-18 | 2021-05-25 | Pfizer Prod Inc | derivados de sulfonil amida para o tratamento de crescimento celular anormal, seu sos, bem como composição farmacêutica |
| WO2008132505A1 (en) | 2007-04-27 | 2008-11-06 | Astrazeneca Ab | N' - (phenyl) -n- (morpholin-4-yl-pyridin-2-yl) -pyrimidine-2, 4-diamine derivatives as ephb4 kinase inhibitors for the treatment of proliferative conditions |
| EP2183242A2 (en) | 2007-07-16 | 2010-05-12 | AstraZeneca AB | Pyrimidine derivatives 934 |
| CA2693594A1 (en) | 2007-07-17 | 2009-01-22 | Rigel Pharmaceuticals, Inc. | Cyclic amine substituted pyrimidinediamines as pkc inhibitors |
| SG2014015085A (en) | 2008-04-16 | 2014-06-27 | Portola Pharm Inc | 2,6-diamino-pyrimidin-5-yl-carboxamides as syk or jak kinases inhibitors |
| EA024109B1 (ru) | 2008-04-16 | 2016-08-31 | Портола Фармасьютиклз, Инк. | Ингибиторы протеинкиназ |
| NZ588830A (en) | 2008-04-22 | 2012-11-30 | Portola Pharm Inc | Inhibitors of protein kinases |
| WO2009132980A1 (en) | 2008-04-29 | 2009-11-05 | F. Hoffmann-La Roche Ag | Pyrimidinyl pyridone inhibitors of jnk. |
| PT2300013T (pt) | 2008-05-21 | 2017-10-31 | Ariad Pharma Inc | Derivados de fósforo como inibidores de cinases |
| UY31929A (es) | 2008-06-25 | 2010-01-05 | Irm Llc | Compuestos y composiciones como inhibidores de cinasa |
| US8338439B2 (en) | 2008-06-27 | 2012-12-25 | Celgene Avilomics Research, Inc. | 2,4-disubstituted pyrimidines useful as kinase inhibitors |
| TWI546290B (zh) | 2008-06-27 | 2016-08-21 | 賽基艾維洛米斯研究股份有限公司 | 雜芳基化合物及其用途 |
| JP5644499B2 (ja) | 2008-09-01 | 2014-12-24 | アステラス製薬株式会社 | 2,4−ジアミノピリミジン化合物 |
| EP2159220A1 (en) * | 2008-09-02 | 2010-03-03 | Nabriva Therapeutics AG | Organic compounds |
| TWI453207B (zh) * | 2008-09-08 | 2014-09-21 | Signal Pharm Llc | 胺基三唑并吡啶,其組合物及使用其之治療方法 |
| MX2011002825A (es) | 2008-09-18 | 2011-04-05 | Astellas Pharma Inc | Compuestos heterociclicos de carboxamida. |
| TW201016676A (en) | 2008-10-03 | 2010-05-01 | Astrazeneca Ab | Heterocyclic derivatives and methods of use thereof |
| PL2346988T3 (pl) | 2008-10-31 | 2017-10-31 | Janssen Biotech Inc | Różnicowanie ludzkich zarodkowych komórek macierzystych do linii endokrynnej trzustki |
| US8513242B2 (en) | 2008-12-12 | 2013-08-20 | Cystic Fibrosis Foundation Therapeutics, Inc. | Pyrimidine compounds and methods of making and using same |
| WO2010080864A1 (en) | 2009-01-12 | 2010-07-15 | Array Biopharma Inc. | Piperidine-containing compounds and use thereof |
| AU2010219097A1 (en) | 2009-01-13 | 2011-08-04 | Glaxo Group Limited | Pyrimidinecarboxamide derivatives as inhibitors of SYK kinase |
| CA2749837C (en) | 2009-01-21 | 2017-07-11 | Rigel Pharmaceuticals, Inc. | Derivatives of n2-(3-pyridil or phenyl)-n4-(4-piperidyl)-2,4-pyrimidinediamine useful in the treatment of inflammatory, autoimmune or proliferative diseases |
| AR076550A1 (es) | 2009-05-06 | 2011-06-22 | Portola Pharm Inc | Inhibidores de la janus tirosina kinasa (jak) |
| SI2428508T1 (sl) | 2009-05-08 | 2016-04-29 | Astellas Pharma Inc. | Diamino heterociklična karboksamidna spojina |
| JP2012148977A (ja) | 2009-05-20 | 2012-08-09 | Astellas Pharma Inc | アミノシクロヘキシルアルキル基を有する2,4−ジアミノピリミジン化合物 |
| WO2010144468A1 (en) | 2009-06-10 | 2010-12-16 | Abbott Laboratories | 2- ( lh-pyrazol-4 -ylamino ) -pyrimidine as kinase inhibitors |
| JP2012197231A (ja) | 2009-08-06 | 2012-10-18 | Oncotherapy Science Ltd | Ttk阻害作用を有するピリジンおよびピリミジン誘導体 |
| WO2011065800A2 (ko) | 2009-11-30 | 2011-06-03 | 주식회사 오스코텍 | 피리미딘 유도체, 이의 제조방법 및 이를 함유하는 약학적 조성물 |
| US20110130415A1 (en) | 2009-12-01 | 2011-06-02 | Rajinder Singh | Protein kinase c inhibitors and uses thereof |
| EP2582671A4 (en) * | 2010-06-17 | 2014-02-26 | Reddys Lab Ltd Dr | PROCESS FOR PREPARING A SINGLE ENANTIOMER FROM 3-AMINOPIPERIDIN DIHYDROCHLORIDE |
| EP2595982B1 (en) | 2010-07-21 | 2018-06-13 | Rigel Pharmaceuticals, Inc. | Protein kinase c inhibitors and uses thereof |
| US8580805B2 (en) | 2010-08-31 | 2013-11-12 | Hubert Maehr | Pyrimidine carboxamide derivatives |
| WO2012044936A1 (en) | 2010-09-30 | 2012-04-05 | Portola Pharmaceuticals, Inc. | Combination therapy with 4-(3-(2h-1,2,3-triazol-2-yl)phenylamino)-2-((1r,2s)-2-aminocyclohexylamino)pyrimidine-5-carboxamide |
| WO2012045020A1 (en) | 2010-09-30 | 2012-04-05 | Portola Pharmaceuticals, Inc. | Combinations of 4-(cyclopropylamino)-2-(4-(4-(ethylsulfonyl)piperazin-1-yl)phenylamino)pyrimidine-5-carboxamide and fludarabine |
| WO2014019166A1 (zh) * | 2012-08-01 | 2014-02-06 | 上海威智医药科技有限公司 | 高活性硼烷类化合物的工业化生产方法 |
| JP2014031327A (ja) * | 2012-08-02 | 2014-02-20 | Kaneka Corp | 光学活性シス−2−アミノ−シクロヘキサンカルボン酸誘導体およびその前駆体の製造法 |
| EP3082819B1 (en) | 2013-12-20 | 2020-06-17 | Signal Pharmaceuticals, LLC | Substituted diaminopyrimidyl compounds, compositions thereof, and methods of treatment therewith |
| NZ715903A (en) | 2014-01-30 | 2017-06-30 | Signal Pharm Llc | Solid forms of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide, compositions thereof and methods of their use |
| TWI523838B (zh) * | 2014-03-21 | 2016-03-01 | Far Eastern New Century Corp | Terephthalic acid and 4-methyl-3-cyclohexene-1-carboxylic acid Ester preparation method |
| MX388321B (es) | 2014-10-06 | 2025-03-19 | Signal Pharm Llc | Compuestos de aminopurina sustituida, composiciones del mismo, y metodos de tratamiento con los mismos. |
| EP3233808B1 (en) | 2014-12-16 | 2021-07-14 | Signal Pharmaceuticals, LLC | Medical uses comprising methods for measurement of inhibition of c-jun n-terminal kinase in skin |
| BR112017012795A2 (pt) | 2014-12-16 | 2018-01-02 | Signal Pharmaceuticals, Llc | Formulações de 2-(terc-butilamino)-4-((1r,3r,4r)-3- hidroxi-4-metilciclo-hexilamino)-pirimidina-5- carboxamida |
| WO2016123291A1 (en) | 2015-01-29 | 2016-08-04 | Signal Pharmaceuticals, Llc | Isotopologues of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide |
| CA3208587A1 (en) * | 2015-07-24 | 2017-02-02 | Celgene Corporation | Methods of synthesis of (1r,2r,5r)-5-amino-2-methylcyclohexanol hydrochloride and intermediates useful therein |
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2016
- 2016-07-22 CA CA3208587A patent/CA3208587A1/en active Pending
- 2016-07-22 WO PCT/US2016/043511 patent/WO2017019487A1/en not_active Ceased
- 2016-07-22 MX MX2018001004A patent/MX2018001004A/es active IP Right Grant
- 2016-07-22 JP JP2018503482A patent/JP6805232B2/ja active Active
- 2016-07-22 US US15/746,853 patent/US10252981B2/en active Active
- 2016-07-22 CA CA2993173A patent/CA2993173C/en active Active
- 2016-07-22 AU AU2016297784A patent/AU2016297784B2/en active Active
- 2016-07-22 ES ES20193348T patent/ES2994877T3/es active Active
- 2016-07-22 MX MX2020001720A patent/MX385379B/es unknown
- 2016-07-22 EP EP16831114.0A patent/EP3325432B1/en active Active
- 2016-07-22 EP EP20193348.8A patent/EP3795553B1/en active Active
- 2016-07-22 ES ES16831114T patent/ES2819374T3/es active Active
- 2016-07-22 CN CN201680043308.1A patent/CN107922287B/zh active Active
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2019
- 2019-01-28 US US16/258,802 patent/US10774033B2/en active Active
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2020
- 2020-08-13 US US16/992,219 patent/US11192847B2/en active Active
- 2020-12-03 JP JP2020200723A patent/JP7165178B2/ja active Active
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2021
- 2021-03-09 AU AU2021201493A patent/AU2021201493B2/en active Active
- 2021-11-03 US US17/518,552 patent/US11780801B2/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2859239A (en) * | 1956-08-17 | 1958-11-04 | Dow Chemical Co | Acrylic acid compounds |
| EP0520419A2 (en) * | 1991-06-26 | 1992-12-30 | Union Carbide Chemicals & Plastics Technology Corporation | Production of unsaturated cycloaliphatic esters and derivatives thereof |
| CN1315777C (zh) * | 2003-01-16 | 2007-05-16 | 东丽泛应化学(股) | 旋光二酰基酒石酸的回收方法 |
| JP2009214039A (ja) * | 2008-03-11 | 2009-09-24 | Tosoh Finechem Corp | 固体ルイス酸触媒、それを用いたディールスアルダー付加物の製造方法 |
| CN103492370A (zh) * | 2011-04-22 | 2014-01-01 | 西格诺药品有限公司 | 取代的二氨基甲酰胺和二氨基甲腈嘧啶,其组合物,和用其治疗的方法 |
Non-Patent Citations (2)
| Title |
|---|
| Bis(phosphine)cobalt Dialkyl Complexes for Directed Catalytic Alkene Hydrogenation;Max R. Friedfeld, Grant W. Margulieux, Brian A. Schaefer et al.;《Journal of the American Chemical Society 》;20140828;第136卷(第38期);第S8页第3段 * |
| Enantiomerically Pure Isophorone Diamine [3-(Aminomethyl)-3,5,5-trimethylcyclohexylamine]: A Chiral 1,4-Diamine Building Block Made Available on Large Scale;Albrecht BerkesselKatrin Roland,Michael Schro等;《Journal of Organic Chemistry》;20061208;第71卷(第25期);9312-9318 * |
Also Published As
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| JP7165178B2 (ja) | 2022-11-02 |
| JP2021046426A (ja) | 2021-03-25 |
| EP3795553B1 (en) | 2024-05-15 |
| EP3795553A1 (en) | 2021-03-24 |
| AU2016297784B2 (en) | 2020-12-24 |
| JP2018521085A (ja) | 2018-08-02 |
| AU2021201493B2 (en) | 2022-07-14 |
| MX2020001720A (es) | 2021-08-13 |
| AU2021201493A1 (en) | 2021-03-25 |
| EP3325432B1 (en) | 2020-09-02 |
| AU2016297784A1 (en) | 2018-02-08 |
| ES2819374T3 (es) | 2021-04-15 |
| JP6805232B2 (ja) | 2020-12-23 |
| MX385379B (es) | 2025-03-18 |
| CN107922287A (zh) | 2018-04-17 |
| US20200369600A1 (en) | 2020-11-26 |
| US20190152893A1 (en) | 2019-05-23 |
| US11192847B2 (en) | 2021-12-07 |
| US20220234990A1 (en) | 2022-07-28 |
| ES2994877T3 (en) | 2025-02-03 |
| HK1255553A1 (en) | 2019-08-23 |
| CA3208587A1 (en) | 2017-02-02 |
| EP3325432A1 (en) | 2018-05-30 |
| EP3325432A4 (en) | 2019-04-24 |
| US10252981B2 (en) | 2019-04-09 |
| US20180215700A1 (en) | 2018-08-02 |
| CA2993173A1 (en) | 2017-02-02 |
| MX2018001004A (es) | 2018-06-07 |
| US10774033B2 (en) | 2020-09-15 |
| WO2017019487A1 (en) | 2017-02-02 |
| US11780801B2 (en) | 2023-10-10 |
| CA2993173C (en) | 2023-10-03 |
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