CN110475774B - 用于制备Tyk2抑制剂的方法 - Google Patents
用于制备Tyk2抑制剂的方法 Download PDFInfo
- Publication number
- CN110475774B CN110475774B CN201880021649.8A CN201880021649A CN110475774B CN 110475774 B CN110475774 B CN 110475774B CN 201880021649 A CN201880021649 A CN 201880021649A CN 110475774 B CN110475774 B CN 110475774B
- Authority
- CN
- China
- Prior art keywords
- compound
- following formula
- formula
- reaction
- base
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/62—Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
- C07B59/001—Acyclic or carbocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/03—Monoamines
- C07C211/04—Mono-, di- or tri-methylamine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/09—Diamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/08—Preparation of carboxylic acid amides from amides by reaction at nitrogen atoms of carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/90—Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated
-
- 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
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three 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
- C07D237/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- C07B2200/05—Isotopically modified compounds, e.g. labelled
-
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310552731.6A CN116813561A (zh) | 2017-03-30 | 2018-03-29 | 用于制备Tyk2抑制剂的方法 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762478789P | 2017-03-30 | 2017-03-30 | |
| US62/478,789 | 2017-03-30 | ||
| PCT/US2018/025100 WO2018183649A1 (en) | 2017-03-30 | 2018-03-29 | Process for the preparation of 6-(cyclopropaneamido)-4-((2-methoxy-3-(1-methyl-1h-1,2,4-triazol-3-yl)phenyl)amino)-n-(methyl-d3)pyridazine-3-carboxamide |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202310552731.6A Division CN116813561A (zh) | 2017-03-30 | 2018-03-29 | 用于制备Tyk2抑制剂的方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN110475774A CN110475774A (zh) | 2019-11-19 |
| CN110475774B true CN110475774B (zh) | 2023-06-02 |
Family
ID=62002470
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201880021649.8A Active CN110475774B (zh) | 2017-03-30 | 2018-03-29 | 用于制备Tyk2抑制剂的方法 |
| CN201880022423.XA Pending CN110914260A (zh) | 2017-03-30 | 2018-03-29 | 6-(环丙烷甲酰氨基)-4-((2-甲氧基-3-(1-甲基-1h-1,2,4-三唑-3-基)苯基)氨基)-n-(甲基-d3)哒嗪-3-甲酰胺的晶体形式 |
| CN202310552731.6A Pending CN116813561A (zh) | 2017-03-30 | 2018-03-29 | 用于制备Tyk2抑制剂的方法 |
| CN202310263681.XA Pending CN116354939A (zh) | 2017-03-30 | 2018-03-29 | 一种化合物的结晶形式 |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201880022423.XA Pending CN110914260A (zh) | 2017-03-30 | 2018-03-29 | 6-(环丙烷甲酰氨基)-4-((2-甲氧基-3-(1-甲基-1h-1,2,4-三唑-3-基)苯基)氨基)-n-(甲基-d3)哒嗪-3-甲酰胺的晶体形式 |
| CN202310552731.6A Pending CN116813561A (zh) | 2017-03-30 | 2018-03-29 | 用于制备Tyk2抑制剂的方法 |
| CN202310263681.XA Pending CN116354939A (zh) | 2017-03-30 | 2018-03-29 | 一种化合物的结晶形式 |
Country Status (23)
| Country | Link |
|---|---|
| US (5) | US20200239449A1 (https=) |
| EP (4) | EP3601268B1 (https=) |
| JP (6) | JP7113023B2 (https=) |
| KR (4) | KR102642407B1 (https=) |
| CN (4) | CN110475774B (https=) |
| AU (3) | AU2018244451B2 (https=) |
| CA (2) | CA3058209A1 (https=) |
| CY (1) | CY1124194T1 (https=) |
| DK (1) | DK3601268T3 (https=) |
| EA (2) | EA201992308A1 (https=) |
| ES (2) | ES2970229T3 (https=) |
| HR (1) | HRP20210764T1 (https=) |
| HU (1) | HUE054886T2 (https=) |
| IL (3) | IL269586B (https=) |
| LT (1) | LT3601268T (https=) |
| MX (4) | MX2019011231A (https=) |
| PL (1) | PL3601268T3 (https=) |
| PT (1) | PT3601268T (https=) |
| RS (1) | RS61816B1 (https=) |
| SG (2) | SG11201909018VA (https=) |
| SI (1) | SI3601268T1 (https=) |
| SM (1) | SMT202100239T1 (https=) |
| WO (2) | WO2018183656A1 (https=) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LT3495358T (lt) | 2012-11-08 | 2022-05-25 | Bristol-Myers Squibb Company | Amidais pakeisti heterocikliniai junginiai, naudingi kaip il-12, il-23 ir (arba) ifn alfa atsako moduliatoriai |
| JP7113023B2 (ja) * | 2017-03-30 | 2022-08-04 | ブリストル-マイヤーズ スクイブ カンパニー | 6-(シクロプロパンアミド)-4-((2-メトキシ-3-(1-メチル-1h-1,2,4-トリアゾール-3-イル)フェニル)アミノ)-n-(メチル-d3)ピリダジン-3-カルボキシアミドの製造方法 |
| KR102848769B1 (ko) * | 2018-05-31 | 2025-08-20 | 브리스톨-마이어스 스큅 컴퍼니 | 6-(시클로프로판카르복스아미도)-4-((2-메톡시-3-(1-메틸-1h-1,2,4-트리아졸-3-일)페닐)아미노)-n-(메틸-d3) 피리다진-3-카르복스아미드의 결정질 형태 |
| CN115448910B (zh) * | 2019-01-28 | 2024-04-19 | 江苏豪森药业集团有限公司 | 一种哒嗪类衍生物抑制剂、其制备方法和应用 |
| CN111484480B (zh) * | 2019-01-29 | 2023-08-11 | 上海翰森生物医药科技有限公司 | 一种多环类衍生物抑制剂、其制备方法和应用 |
| US12570637B2 (en) | 2019-06-12 | 2026-03-10 | Bristol-Myers Squibb Company | Crystalline salt forms 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-n-(methyld3) pyridazine-3-carboxamide |
| JP7812785B2 (ja) | 2019-09-18 | 2026-02-10 | ブリストル-マイヤーズ スクイブ カンパニー | Tyk2阻害薬の剤形 |
| CN114787152A (zh) * | 2019-12-27 | 2022-07-22 | 苏州科睿思制药有限公司 | 一种bms-986165晶型及其制备方法和用途 |
| WO2021143430A1 (zh) * | 2020-01-19 | 2021-07-22 | 苏州科睿思制药有限公司 | 一种bms-986165盐酸盐晶型及其制备方法和用途 |
| CN114787154A (zh) * | 2020-01-19 | 2022-07-22 | 苏州科睿思制药有限公司 | 一种Deucravacitinib的晶型及其制备方法和用途 |
| WO2021170046A1 (en) * | 2020-02-26 | 2021-09-02 | Beigene, Ltd. | Tyk-2 inhibitor |
| CN113735836B (zh) * | 2020-05-28 | 2023-05-30 | 江苏先声药业有限公司 | 哒嗪类化合物及其应用 |
| CN113773262B (zh) * | 2020-06-09 | 2024-08-09 | 江苏先声药业有限公司 | 哒嗪类化合物 |
| KR20230042278A (ko) | 2020-06-22 | 2023-03-28 | 베이진 엘티디 | Tyk-2 저해제 |
| CN115667246B (zh) * | 2020-07-24 | 2024-08-23 | 上海翰森生物医药科技有限公司 | 一种哒嗪类衍生物自由碱的晶型及其制备方法和应用 |
| WO2022021684A1 (zh) * | 2020-07-31 | 2022-02-03 | 苏州科睿思制药有限公司 | 一种bms-986165盐酸盐晶型csv及其制备方法和用途 |
| IL301389A (en) | 2020-09-18 | 2023-05-01 | Bristol Myers Squibb Co | Dosage forms for tyk2 inhibitors comprising swellable cores |
| WO2022083649A1 (zh) * | 2020-10-20 | 2022-04-28 | 杭州领业医药科技有限公司 | 哒嗪衍生物的晶型 |
| KR20230137962A (ko) * | 2021-01-29 | 2023-10-05 | 브리스톨-마이어스 스큅 컴퍼니 | 6-(시클로프로판카르복스아미도)-4-((2-메톡시-3-(1-메틸-1h-1,2,4-트리아졸-3-일)페닐)아미노)-n-(메틸-d3)피리다진-3-카르복스아미드의 결정 형태 |
| CN117377667A (zh) * | 2021-03-29 | 2024-01-09 | 百时美施贵宝公司 | 6-(环丙烷甲酰胺基)-4-((2-甲氧基-3-(1-甲基-1H-1,2,4-三唑-3-基)苯基)氨基)-N-(甲基-d3)哒嗪-3-甲酰胺的晶型 |
| PE20250262A1 (es) | 2021-05-14 | 2025-01-29 | Bristol Myers Squibb Co | Compuestos heterociclicos sustituidos |
| EP4387968B1 (en) | 2021-08-20 | 2025-11-12 | Bristol-Myers Squibb Company | Crystal forms of 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1h-1,2,4-triazol-3-yl)phenyl)amino)-n-(methyl-d3)pyridazine-3-carboxamide |
| EP4404930A1 (en) * | 2021-09-23 | 2024-07-31 | Bristol-Myers Squibb Company | Methods of treating hair-loss disorders with tyk2 inhibitors |
| JP2024539703A (ja) | 2021-10-28 | 2024-10-29 | ブリストル-マイヤーズ スクイブ カンパニー | デュークラバシチニブの局所製剤 |
| EP4441043A1 (en) | 2021-12-01 | 2024-10-09 | Teva Czech Industries s.r.o | Solid state forms of deucravacitinib, deucravacitinib hcl and process for preparation of deucravacitinib and intermediates |
| US12222104B2 (en) * | 2022-03-21 | 2025-02-11 | General Electric Company | Turbine engine combustor and combustor liner |
| WO2023181075A1 (en) * | 2022-03-24 | 2023-09-28 | Dr. Reddy's Laboratories Limited | Amorphous solid dispersions of deucravacitinib and processes for the preparation thereof |
| CN114989103B (zh) * | 2022-06-09 | 2024-07-09 | 杭州科巢生物科技有限公司 | 一种2-甲氧基-3-(1-甲基-1h-1,2,4-三唑-3-基)苯胺的制备方法 |
| CN117447411B (zh) * | 2022-07-18 | 2025-12-23 | 苏州鹏旭医药科技有限公司 | 一种杂环药物中间体的合成方法 |
| WO2024017150A1 (zh) * | 2022-07-18 | 2024-01-25 | 苏州鹏旭医药科技有限公司 | 一种氘可来昔替尼的合成方法 |
| WO2024088282A1 (zh) * | 2022-10-28 | 2024-05-02 | 浙江华海药业股份有限公司 | 一种哒嗪酰胺类化合物、其药物组合物及其作为tyk2抑制剂的用途 |
| EP4713315A1 (en) * | 2023-05-15 | 2026-03-25 | Alivus Life Sciences Limited | Process for the preparation of deucravacitinib, and crystalline forms thereof |
| EP4538259A1 (en) | 2023-10-09 | 2025-04-16 | Farmhispania Group, S.L. | Processes for the preparation of deucravacitinib |
| WO2025131031A1 (zh) * | 2023-12-22 | 2025-06-26 | 上海奥博生物医药股份有限公司 | 一种TyK2抑制剂及其中间体的制备方法 |
| WO2025173029A1 (en) * | 2024-02-14 | 2025-08-21 | Natco Pharma Limited | An improved process for the preparation of deucravacitinib |
| WO2025186427A1 (en) | 2024-03-08 | 2025-09-12 | Curia Spain, S.A.U. | Process for the preparation of deucravacitinib and intermediates thereof and method for purifying deucravacitinib |
| WO2025259267A1 (en) | 2024-06-11 | 2025-12-18 | Vector Vitale Ip Llc | Pharmaceutical compositions for modulating inflammation and oxidative stress comprising chemically enriched elements |
| ES3059443A1 (es) | 2024-09-17 | 2026-03-20 | Moehs Iberica Sl | Forma solida de 6-(ciclopropanocarboxamido)-4-((2-metoxi-3-(1-metil-1h-1,2,4-triazol-3-il)fenil)amino)piridazine-3-carboxilato de metilo o una sal del mismo, procedimiento para su preparacion y su uso en la sintesis de deucravacitinib |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101663279A (zh) * | 2007-01-19 | 2010-03-03 | 阿迪生物科学公司 | Mek抑制剂 |
| CN104884454A (zh) * | 2012-11-08 | 2015-09-02 | 百时美施贵宝公司 | 用作IL-12、IL-23和/或IFNα应答调节剂的酰胺取代的杂环化合物 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6023649B2 (ja) | 1976-09-08 | 1985-06-08 | 東ソー株式会社 | 臭化水素酸による臭化メチルの製造方法 |
| JPS5455501A (en) | 1977-10-05 | 1979-05-02 | Toyo Soda Mfg Co Ltd | Continuous preparation of methyl bromide |
| US4254061A (en) * | 1979-09-11 | 1981-03-03 | E. I. Du Pont De Nemours And Company | Preparation of monomethylamine |
| ATE288420T1 (de) * | 1999-06-09 | 2005-02-15 | Yamanouchi Pharma Co Ltd | Neuartige heterocyclische carboxamid-derivate |
| CN100579579C (zh) | 2002-10-01 | 2010-01-13 | 诺华疫苗和诊断公司 | 抗癌及抗感染性疾病组合物及其使用方法 |
| CA2549385A1 (en) | 2003-12-22 | 2005-07-21 | Eli Lilly And Company | Triazole, oxadiazole and thiadiazole derivative as ppar modulators for the treatment of diabetes |
| EP1931466B1 (de) * | 2005-09-29 | 2012-11-14 | Basf Se | Formkörper enthaltend ein alumosilikat und aluminiumoxid und verfahren zur kontinuierlichen herstellung von methylaminen |
| BR112012006956A2 (pt) * | 2009-10-12 | 2015-09-15 | Bayer Cropscience Ag | 1- (pirida-3-il) -pirazóisol e 1- (pirimida-5-il) - pirazóisol como pesticidas |
| EP2542089B1 (en) * | 2010-03-05 | 2017-01-18 | Karyopharm Therapeutics, Inc. | Nuclear transport modulators and uses thereof |
| CN102190616B (zh) * | 2010-03-18 | 2015-07-29 | 苏州泽璟生物制药有限公司 | 一种氘代的ω-二苯基脲的合成及生产的方法和工艺 |
| JP5433087B2 (ja) * | 2010-03-18 | 2014-03-05 | ▲蘇▼州▲澤▼▲ジン▼生物制▲薬▼有限公司 | 重水素化メチルアミン及びその塩の製造方法 |
| WO2013047813A1 (ja) | 2011-09-30 | 2013-04-04 | 大鵬薬品工業株式会社 | 1,2,4-トリアジン-6-カルボキサミド誘導体 |
| WO2013091011A1 (en) * | 2011-12-21 | 2013-06-27 | Biota Europe Ltd | Heterocyclic urea compounds |
| CN104159891B (zh) | 2012-01-10 | 2016-09-07 | 霍夫曼-拉罗奇有限公司 | 哒嗪酰胺化合物和它们作为syk 抑制剂的用途 |
| WO2013171643A1 (en) | 2012-05-14 | 2013-11-21 | Piramal Enterprises Limited | An improved process for preparation of irbesartan |
| KR102233252B1 (ko) * | 2012-11-08 | 2021-03-26 | 브리스톨-마이어스 스큅 컴퍼니 | IL-12, IL-23 및/또는 IFNα 반응의 조절제로서 유용한 알킬-아미드-치환된 피리딜 화합물 |
| TWI582077B (zh) | 2013-11-07 | 2017-05-11 | 必治妥美雅史谷比公司 | 作爲IL-12、IL-23及/或IFNα反應調節劑之經烷基-醯胺取代之吡啶化合物 |
| JP7113023B2 (ja) * | 2017-03-30 | 2022-08-04 | ブリストル-マイヤーズ スクイブ カンパニー | 6-(シクロプロパンアミド)-4-((2-メトキシ-3-(1-メチル-1h-1,2,4-トリアゾール-3-イル)フェニル)アミノ)-n-(メチル-d3)ピリダジン-3-カルボキシアミドの製造方法 |
| KR102848769B1 (ko) * | 2018-05-31 | 2025-08-20 | 브리스톨-마이어스 스큅 컴퍼니 | 6-(시클로프로판카르복스아미도)-4-((2-메톡시-3-(1-메틸-1h-1,2,4-트리아졸-3-일)페닐)아미노)-n-(메틸-d3) 피리다진-3-카르복스아미드의 결정질 형태 |
| JP7631193B2 (ja) * | 2018-10-22 | 2025-02-18 | アルミス インコーポレイテッド | Tyk2阻害剤およびその使用 |
| KR20230137962A (ko) * | 2021-01-29 | 2023-10-05 | 브리스톨-마이어스 스큅 컴퍼니 | 6-(시클로프로판카르복스아미도)-4-((2-메톡시-3-(1-메틸-1h-1,2,4-트리아졸-3-일)페닐)아미노)-n-(메틸-d3)피리다진-3-카르복스아미드의 결정 형태 |
| CN117377667A (zh) * | 2021-03-29 | 2024-01-09 | 百时美施贵宝公司 | 6-(环丙烷甲酰胺基)-4-((2-甲氧基-3-(1-甲基-1H-1,2,4-三唑-3-基)苯基)氨基)-N-(甲基-d3)哒嗪-3-甲酰胺的晶型 |
-
2018
- 2018-03-29 JP JP2019553452A patent/JP7113023B2/ja active Active
- 2018-03-29 HU HUE18718340A patent/HUE054886T2/hu unknown
- 2018-03-29 ES ES21155321T patent/ES2970229T3/es active Active
- 2018-03-29 SI SI201830252T patent/SI3601268T1/sl unknown
- 2018-03-29 PT PT187183405T patent/PT3601268T/pt unknown
- 2018-03-29 IL IL269586A patent/IL269586B/en unknown
- 2018-03-29 IL IL269594A patent/IL269594B2/en unknown
- 2018-03-29 SG SG11201909018V patent/SG11201909018VA/en unknown
- 2018-03-29 EP EP18718340.5A patent/EP3601268B1/en active Active
- 2018-03-29 RS RS20210559A patent/RS61816B1/sr unknown
- 2018-03-29 CN CN201880021649.8A patent/CN110475774B/zh active Active
- 2018-03-29 JP JP2019553556A patent/JP7260481B2/ja active Active
- 2018-03-29 AU AU2018244451A patent/AU2018244451B2/en active Active
- 2018-03-29 MX MX2019011231A patent/MX2019011231A/es unknown
- 2018-03-29 MX MX2019011092A patent/MX392693B/es unknown
- 2018-03-29 IL IL305615A patent/IL305615A/en unknown
- 2018-03-29 CA CA3058209A patent/CA3058209A1/en active Pending
- 2018-03-29 LT LTEP18718340.5T patent/LT3601268T/lt unknown
- 2018-03-29 EA EA201992308A patent/EA201992308A1/ru unknown
- 2018-03-29 US US15/767,388 patent/US20200239449A1/en not_active Abandoned
- 2018-03-29 KR KR1020197031635A patent/KR102642407B1/ko active Active
- 2018-03-29 US US16/498,442 patent/US10899745B2/en active Active
- 2018-03-29 EP EP21155321.9A patent/EP3882237B1/en active Active
- 2018-03-29 KR KR1020247034512A patent/KR102857398B1/ko active Active
- 2018-03-29 PL PL18718340T patent/PL3601268T3/pl unknown
- 2018-03-29 SG SG11201908947Q patent/SG11201908947QA/en unknown
- 2018-03-29 EP EP18718991.5A patent/EP3601270A1/en active Pending
- 2018-03-29 EA EA201992300A patent/EA201992300A1/ru unknown
- 2018-03-29 ES ES18718340T patent/ES2864450T3/es active Active
- 2018-03-29 KR KR1020197031634A patent/KR102720054B1/ko active Active
- 2018-03-29 CN CN201880022423.XA patent/CN110914260A/zh active Pending
- 2018-03-29 WO PCT/US2018/025114 patent/WO2018183656A1/en not_active Ceased
- 2018-03-29 SM SM20210239T patent/SMT202100239T1/it unknown
- 2018-03-29 CN CN202310552731.6A patent/CN116813561A/zh active Pending
- 2018-03-29 HR HRP20210764TT patent/HRP20210764T1/hr unknown
- 2018-03-29 CA CA3058177A patent/CA3058177A1/en active Pending
- 2018-03-29 WO PCT/US2018/025100 patent/WO2018183649A1/en not_active Ceased
- 2018-03-29 KR KR1020257017189A patent/KR20250080914A/ko active Pending
- 2018-03-29 DK DK18718340.5T patent/DK3601268T3/da active
- 2018-03-29 AU AU2018244916A patent/AU2018244916B2/en active Active
- 2018-03-29 EP EP23209227.0A patent/EP4296258A3/en active Pending
- 2018-03-29 CN CN202310263681.XA patent/CN116354939A/zh active Pending
-
2019
- 2019-09-20 MX MX2022010496A patent/MX2022010496A/es unknown
- 2019-09-20 MX MX2022010495A patent/MX2022010495A/es unknown
-
2020
- 2020-12-22 US US17/131,718 patent/US11649226B2/en active Active
-
2021
- 2021-04-29 CY CY20211100374T patent/CY1124194T1/el unknown
- 2021-08-11 US US17/400,100 patent/US12545665B2/en active Active
- 2021-11-01 AU AU2021261839A patent/AU2021261839B2/en active Active
-
2022
- 2022-07-25 JP JP2022117894A patent/JP7457758B2/ja active Active
-
2023
- 2023-01-27 JP JP2023010810A patent/JP7476370B2/ja active Active
- 2023-04-13 US US18/134,564 patent/US12565487B2/en active Active
- 2023-12-11 JP JP2023208420A patent/JP7837938B2/ja active Active
-
2025
- 2025-12-26 JP JP2025284416A patent/JP2026067880A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101663279A (zh) * | 2007-01-19 | 2010-03-03 | 阿迪生物科学公司 | Mek抑制剂 |
| CN104884454A (zh) * | 2012-11-08 | 2015-09-02 | 百时美施贵宝公司 | 用作IL-12、IL-23和/或IFNα应答调节剂的酰胺取代的杂环化合物 |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110475774B (zh) | 用于制备Tyk2抑制剂的方法 | |
| CN110741005A (zh) | 用于制备1,3-苯并二氧杂环戊烯杂环化合物的方法 | |
| CN104736532A (zh) | 改进的生产5-(2,6-二-4-吗啉-4-嘧啶)-4-三氟甲基吡啶-2-胺的方法 | |
| JP2003252862A (ja) | 4,5−ジアミノ−1−(2’−ヒドロキシエチル)ピラゾール及びその酸付加塩の製造方法 | |
| CN116724015A (zh) | 用于制备杀昆虫邻氨基苯甲酰胺的方法 | |
| WO2018032586A1 (zh) | 一种3-(二氟甲基)-1-甲基-1h-吡唑-4-羧酸的合成方法及其中间体 | |
| KR20160135234A (ko) | 3-(3-(4-(1-아미노시클로부틸)페닐)-5-페닐-3h-이미다조[4,5-b]피리딘-2-일)피리딘-2-아민의 제조 방법 | |
| CN101522680A (zh) | 制备阿巴卡韦的方法 | |
| EA040475B1 (ru) | СПОСОБ ПОЛУЧЕНИЯ 6-(ЦИКЛОПРОПАНАМИДО)-4-((2-МЕТОКСИ-3-(1-МЕТИЛ-1H-1,2,4-ТРИАЗОЛ-3-ИЛ)ФЕНИЛ)АМИНО)-3-(МЕТИЛ-d3)ПИРИДАЗИН-3-КАРБОКСАМИДА | |
| BR112019020169B1 (pt) | Processo para a preparação de 6- (ciclopropanoamido)-4-((2-metóxi-3- (1-metil-1h-1,2,4- triazol-3-il)fenil)amino)-n-(metil-d3)piridazina-3- carboxamida, intermediários, seus usos e composição farmacêtica | |
| EA012435B1 (ru) | Способ получения анилинов | |
| KR100963520B1 (ko) | 이르베사르탄의 개선된 제조방법 | |
| KR100594339B1 (ko) | 2-아미노벤조페논의 제조 방법 | |
| CN116685582A (zh) | (s)-1-(1-丙烯酰吡咯烷-3-基)-3-((3,5-二甲氧苯基)乙炔基)-5-(甲基氨基)-1h-吡唑-4-甲酰胺的制备工艺 | |
| CN120943782A (zh) | 一种吡唑醚类化合物的制备方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |