JP6147279B2 - オレキシン−２受容体アンタゴニストの合成において有用な方法および化合物 - Google Patents
オレキシン−２受容体アンタゴニストの合成において有用な方法および化合物 Download PDFInfo
- Publication number
- JP6147279B2 JP6147279B2 JP2014557781A JP2014557781A JP6147279B2 JP 6147279 B2 JP6147279 B2 JP 6147279B2 JP 2014557781 A JP2014557781 A JP 2014557781A JP 2014557781 A JP2014557781 A JP 2014557781A JP 6147279 B2 JP6147279 B2 JP 6147279B2
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- 0 *c1nc(*)ncc1OC[C@@]1([C@@](CO)C1)[Al]=C Chemical compound *c1nc(*)ncc1OC[C@@]1([C@@](CO)C1)[Al]=C 0.000 description 5
- DHPQSCLOEJBDMC-JPXKVQOTSA-N CC(O[C@@H](C1)C1(CC1O)C[C@@H]1[AlH2])=O Chemical compound CC(O[C@@H](C1)C1(CC1O)C[C@@H]1[AlH2])=O DHPQSCLOEJBDMC-JPXKVQOTSA-N 0.000 description 1
- GLNYYABSDZCPCI-DZFGPLHGSA-N Cc1nc(C)ncc1O[C@H](CC[C@@H](C1)C(Nc(nc2)ccc2F)=O)[C@@H]1c1cccc(F)c1 Chemical compound Cc1nc(C)ncc1O[C@H](CC[C@@H](C1)C(Nc(nc2)ccc2F)=O)[C@@H]1c1cccc(F)c1 GLNYYABSDZCPCI-DZFGPLHGSA-N 0.000 description 1
- BMQIJVPJVDTNAM-UHFFFAOYSA-N OCC(C1)(CC1O)c1cc(F)ccc1 Chemical compound OCC(C1)(CC1O)c1cc(F)ccc1 BMQIJVPJVDTNAM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/73—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
- C07C303/44—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
- C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
- C07C309/66—Methanesulfonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/22—Preparation of oxygen-containing organic compounds containing a hydroxy group aromatic
-
- 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
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/26—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
- C07C303/28—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/36—Polyhydroxylic alcohols containing six-membered aromatic rings and other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
- C07C69/16—Acetic acid esters of dihydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
- C07D307/83—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Furan Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Steroid Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261600109P | 2012-02-17 | 2012-02-17 | |
| US61/600,109 | 2012-02-17 | ||
| PCT/US2013/026204 WO2013123240A1 (en) | 2012-02-17 | 2013-02-14 | Methods and compounds useful in the synthesis of orexin-2 receptor antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015509939A JP2015509939A (ja) | 2015-04-02 |
| JP2015509939A5 JP2015509939A5 (OSRAM) | 2016-03-31 |
| JP6147279B2 true JP6147279B2 (ja) | 2017-06-14 |
Family
ID=47755050
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014557781A Active JP6147279B2 (ja) | 2012-02-17 | 2013-02-14 | オレキシン−２受容体アンタゴニストの合成において有用な方法および化合物 |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US9416109B2 (OSRAM) |
| EP (1) | EP2814798B1 (OSRAM) |
| JP (1) | JP6147279B2 (OSRAM) |
| CN (1) | CN104114524B (OSRAM) |
| BR (1) | BR112014019909B1 (OSRAM) |
| CA (1) | CA2861493C (OSRAM) |
| ES (1) | ES2733750T3 (OSRAM) |
| HU (1) | HUE043995T2 (OSRAM) |
| IL (1) | IL232949A (OSRAM) |
| MX (1) | MX352881B (OSRAM) |
| RU (1) | RU2617696C2 (OSRAM) |
| SG (1) | SG11201403216UA (OSRAM) |
| WO (1) | WO2013123240A1 (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12098137B2 (en) | 2018-09-07 | 2024-09-24 | Sumitomo Chemical Company, Limited | Method for manufacturing cyclopropane compound |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2811997B1 (en) | 2012-02-07 | 2018-04-11 | Eolas Therapeutics Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| US9440982B2 (en) | 2012-02-07 | 2016-09-13 | Eolas Therapeutics, Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| CA2861493C (en) * | 2012-02-17 | 2019-09-24 | Eisai R&D Management Co., Ltd. | Methods and compounds useful in the synthesis of orexin-2 receptor antagonists |
| CN107074780B (zh) | 2014-08-06 | 2020-06-12 | 卫材R&D管理有限公司 | 用于生产嘧啶-1-醇化合物及其中间体的方法 |
| AR101558A1 (es) | 2014-08-13 | 2016-12-28 | Eolas Therapeutics Inc | Difluoropirrolidinas como moduladores del receptor de orexina |
| HUE059280T2 (hu) | 2016-02-12 | 2022-11-28 | Astrazeneca Ab | Halogén-szubsztituált piperidinek mint orexin receptor modulátorok |
| JP7179049B2 (ja) * | 2017-08-01 | 2022-11-28 | ベルゲン ファーマシューティカル、 エルエルシー | オレキシン受容体拮抗薬の結晶形及びその製造方法並びに用途 |
| GB201807898D0 (en) * | 2018-05-15 | 2018-06-27 | Kancera Ab | New processes and products with increased chiral purity |
| CN119264110A (zh) * | 2019-05-15 | 2025-01-07 | 卫材R&D管理有限公司 | 用于制备食欲肽-2受体拮抗剂的方法和化合物、以及杂质少的莱博雷生 |
| ES2963357T3 (es) | 2019-06-12 | 2024-03-26 | Nouryon Chemicals Int Bv | Proceso para la producción de peróxidos de diacilo |
| US20220306490A1 (en) * | 2019-06-12 | 2022-09-29 | Nouryon Chemicals International B.V. | Method for isolating carboxylic acid from an aqueous side stream |
| JP7281564B2 (ja) | 2019-06-12 | 2023-05-25 | ヌーリオン ケミカルズ インターナショナル ベスローテン フェノーツハップ | 過酸化ジアシルを生成するためのプロセス |
| WO2020249689A1 (en) | 2019-06-12 | 2020-12-17 | Nouryon Chemicals International B.V. | Process for the production of peroxyesters |
| WO2020249691A1 (en) | 2019-06-12 | 2020-12-17 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| WO2020263253A1 (en) * | 2019-06-26 | 2020-12-30 | Moline Margaret | Lemborexant for treating sleep issues |
| JP2023506025A (ja) | 2019-12-11 | 2023-02-14 | テバ チェコ インダストリーズ エス．アール．オー． | レンボレキサントの固体形態 |
| AU2020408557A1 (en) | 2019-12-20 | 2022-08-11 | Eisai R&D Management Co., Ltd. | Use of lemborexant for treating insomnia |
| KR20220129538A (ko) | 2020-01-16 | 2022-09-23 | 에자이 알앤드디 매니지먼트 가부시키가이샤 | 렘보렉산트의 약물 물질 및 이를 포함하는 의약 조성물 |
| ES2933074B2 (es) * | 2021-07-26 | 2023-09-29 | Moehs Iberica Sl | Procedimiento de sintesis de 2,4-dimetilpirimidin-5-ol, nuevos intermedios de dicho procedimiento y uso del producto en la sintesis de lemborexant |
| WO2023178693A1 (zh) * | 2022-03-25 | 2023-09-28 | 浙江华海药业股份有限公司 | 一种莱博雷生及其中间体的制备方法 |
| CN118843622A (zh) * | 2022-03-25 | 2024-10-25 | 浙江华海药业股份有限公司 | 莱博雷生及其中间体化合物的制备方法 |
| CN114778745B (zh) * | 2022-06-21 | 2022-09-16 | 南京威凯尔生物医药科技有限公司 | 一种高效液相色谱法检测仑布雷生中间体及其对映体杂质的方法 |
| CN119930526B (zh) * | 2025-04-07 | 2025-07-08 | 东北制药集团股份有限公司 | 一种莱博雷生中间体的制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2302994A1 (fr) * | 1975-03-06 | 1976-10-01 | Fabre Sa Pierre | Procede de preparation d'acides aryl-1, hydroxy methyl-2 cyclopropanes carboxyliques et de leurs lactones utiles comme intermediaires de synthese dans l'industrie pharmaceutique |
| US5849954A (en) * | 1996-01-18 | 1998-12-15 | Research Corporation Technologies, Inc. | Method of peptide synthesis |
| WO2004037212A2 (en) | 2002-10-24 | 2004-05-06 | Sepracor, Inc. | Compositions comprising zopiclone derivatives and methods of making and using the same |
| US8138377B2 (en) * | 2006-11-07 | 2012-03-20 | Dov Pharmaceutical, Inc. | Arylbicyclo[3.1.0]hexylamines and methods and compositions for their preparation and use |
| ES2379744T3 (es) * | 2007-05-23 | 2012-05-03 | Merck Sharp & Dohme Corp. | Antagonistas de piridil-piperidina de los receptores de orexinas |
| US8030495B2 (en) * | 2007-05-23 | 2011-10-04 | Coleman Paul J | Cyclopropyl pyrrolidine orexin receptor antagonists |
| CA2735931A1 (en) | 2008-09-18 | 2010-03-25 | Pfizer Limited | Amide compounds useful in therapy |
| EP2370427A1 (en) | 2008-12-02 | 2011-10-05 | Glaxo Group Limited | N-{[(ir,4s,6r-3-(2-pyridinylcarbonyl)-3-azabicyclo [4.1.0]hept-4-yl]methyl}-2-heteroarylamine derivatives and uses thereof |
| FR2941454B1 (fr) * | 2009-01-29 | 2011-04-01 | Pf Medicament | Proced de synthese du (1s,2r)-milnacipran |
| US8101643B2 (en) | 2009-02-27 | 2012-01-24 | Enanta Pharmaceuticals, Inc. | Benzimidazole derivatives |
| US9340752B2 (en) | 2009-03-09 | 2016-05-17 | Novozymes A/S | Enzymatic removal of steryl glycosides in fatty acid alkyl esters |
| SI2626350T1 (sl) * | 2010-09-22 | 2015-09-30 | Eisai R&D Management Co., Ltd. | Spojina ciklopropana |
| CA2861493C (en) * | 2012-02-17 | 2019-09-24 | Eisai R&D Management Co., Ltd. | Methods and compounds useful in the synthesis of orexin-2 receptor antagonists |
-
2013
- 2013-02-14 CA CA2861493A patent/CA2861493C/en active Active
- 2013-02-14 MX MX2014009917A patent/MX352881B/es active IP Right Grant
- 2013-02-14 CN CN201380009575.3A patent/CN104114524B/zh active Active
- 2013-02-14 SG SG11201403216UA patent/SG11201403216UA/en unknown
- 2013-02-14 BR BR112014019909A patent/BR112014019909B1/pt active IP Right Grant
- 2013-02-14 JP JP2014557781A patent/JP6147279B2/ja active Active
- 2013-02-14 US US14/379,063 patent/US9416109B2/en active Active
- 2013-02-14 WO PCT/US2013/026204 patent/WO2013123240A1/en not_active Ceased
- 2013-02-14 ES ES13706874T patent/ES2733750T3/es active Active
- 2013-02-14 HU HUE13706874A patent/HUE043995T2/hu unknown
- 2013-02-14 RU RU2014137470A patent/RU2617696C2/ru active
- 2013-02-14 EP EP13706874.8A patent/EP2814798B1/en active Active
-
2014
- 2014-06-02 IL IL232949A patent/IL232949A/en active IP Right Grant
-
2016
- 2016-05-19 US US15/158,687 patent/US9828336B2/en active Active
-
2017
- 2017-10-24 US US15/791,814 patent/US20180044285A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12098137B2 (en) | 2018-09-07 | 2024-09-24 | Sumitomo Chemical Company, Limited | Method for manufacturing cyclopropane compound |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2814798A1 (en) | 2014-12-24 |
| US9416109B2 (en) | 2016-08-16 |
| MX352881B (es) | 2017-12-13 |
| CN104114524B (zh) | 2016-08-17 |
| SG11201403216UA (en) | 2014-12-30 |
| CA2861493C (en) | 2019-09-24 |
| US20180044285A1 (en) | 2018-02-15 |
| BR112014019909A2 (OSRAM) | 2017-06-20 |
| JP2015509939A (ja) | 2015-04-02 |
| BR112014019909A8 (pt) | 2017-07-11 |
| IL232949A (en) | 2016-08-31 |
| WO2013123240A1 (en) | 2013-08-22 |
| CA2861493A1 (en) | 2013-08-22 |
| BR112014019909B1 (pt) | 2020-01-28 |
| IL232949A0 (en) | 2014-08-03 |
| US20160318858A1 (en) | 2016-11-03 |
| ES2733750T3 (es) | 2019-12-02 |
| CN104114524A (zh) | 2014-10-22 |
| HUE043995T2 (hu) | 2019-09-30 |
| RU2617696C2 (ru) | 2017-04-26 |
| RU2014137470A (ru) | 2016-04-10 |
| EP2814798B1 (en) | 2019-04-03 |
| MX2014009917A (es) | 2014-11-13 |
| US9828336B2 (en) | 2017-11-28 |
| US20150025237A1 (en) | 2015-01-22 |
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