JP2020502077A5 - - Google Patents
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- Publication number
- JP2020502077A5 JP2020502077A5 JP2019529170A JP2019529170A JP2020502077A5 JP 2020502077 A5 JP2020502077 A5 JP 2020502077A5 JP 2019529170 A JP2019529170 A JP 2019529170A JP 2019529170 A JP2019529170 A JP 2019529170A JP 2020502077 A5 JP2020502077 A5 JP 2020502077A5
- Authority
- JP
- Japan
- Prior art keywords
- camphor sulfonate
- camphor
- compound
- formula
- preparing
- 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.)
- Granted
Links
- MIOPJNTWMNEORI-UHFFFAOYSA-N camphorsulfonic acid Chemical compound C1CC2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-UHFFFAOYSA-N 0.000 claims 18
- 238000000034 method Methods 0.000 claims 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 10
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 239000002904 solvent Substances 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- COUYJEVMBVSIHV-SFHVURJKSA-N olodaterol Chemical compound C1=CC(OC)=CC=C1CC(C)(C)NC[C@H](O)C1=CC(O)=CC2=C1OCC(=O)N2 COUYJEVMBVSIHV-SFHVURJKSA-N 0.000 claims 4
- MIOPJNTWMNEORI-MHPPCMCBSA-N [(4r)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid Chemical compound C1C[C@]2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-MHPPCMCBSA-N 0.000 claims 3
- 239000007787 solid Substances 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 239000012458 free base Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 229960004286 olodaterol Drugs 0.000 claims 2
- 229960001733 olodaterol hydrochloride Drugs 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- MIOPJNTWMNEORI-OMNKOJBGSA-N [(4s)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-OMNKOJBGSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000001938 differential scanning calorimetry curve Methods 0.000 claims 1
- 150000002118 epoxides Chemical class 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 238000002329 infrared spectrum Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- -1 p-methoxybenzyl Chemical group 0.000 claims 1
- 0 CC(C)(Cc(cc1)ccc1OC)NC[C@@](c1cc(O*)cc(N2)c1OCC2=O)O Chemical compound CC(C)(Cc(cc1)ccc1OC)NC[C@@](c1cc(O*)cc(N2)c1OCC2=O)O 0.000 description 4
- DUMKDWRRTLFHTA-UHFFFAOYSA-N CC(C)(Cc(cc1)ccc1OC)N Chemical compound CC(C)(Cc(cc1)ccc1OC)N DUMKDWRRTLFHTA-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16382628.2 | 2016-12-20 | ||
| EP16382628 | 2016-12-20 | ||
| EP17382449 | 2017-07-10 | ||
| EP17382449.1 | 2017-07-10 | ||
| PCT/EP2017/083444 WO2018114887A1 (en) | 2016-12-20 | 2017-12-19 | Improved process for the manufacture of r-6-hydroxy-8-[1-hydroxy-2-[2-(4-methoxyphenyl)-1,1-dimethylethylaminoethyl]-2h-1,4-benzoxazin-3(4h)-one hydrochloride |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020502077A JP2020502077A (ja) | 2020-01-23 |
| JP2020502077A5 true JP2020502077A5 (enExample) | 2020-11-26 |
| JP7116060B2 JP7116060B2 (ja) | 2022-08-09 |
Family
ID=60702800
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019529170A Active JP7116060B2 (ja) | 2016-12-20 | 2017-12-19 | Ｒ－６－ヒドロキシ－８－［１－ヒドロキシ－２－［２－（４－メトキシフェニル）－１，１－ジメチルエチルアミノエチル］－２ｈ－１，４－ベンゾオキサジン－３（４ｈ）－オン塩酸塩の改良された製造法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US10800748B2 (enExample) |
| EP (1) | EP3558954B1 (enExample) |
| JP (1) | JP7116060B2 (enExample) |
| CN (1) | CN110114346B (enExample) |
| DK (1) | DK3558954T3 (enExample) |
| ES (1) | ES2900283T3 (enExample) |
| HR (1) | HRP20211915T1 (enExample) |
| PL (1) | PL3558954T3 (enExample) |
| WO (1) | WO2018114887A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108997248B (zh) * | 2018-08-06 | 2023-08-01 | 上海方予健康医药科技有限公司 | 盐酸奥达特罗晶型b及其制备方法 |
| CN108822054B (zh) * | 2018-08-06 | 2021-06-22 | 上海方予健康医药科技有限公司 | 盐酸奥达特罗晶型c及其制备方法 |
| CN109096218B (zh) * | 2018-08-06 | 2020-10-27 | 上海方予健康医药科技有限公司 | 盐酸奥达特罗晶型a及其制备方法 |
| CN114057590A (zh) * | 2021-11-12 | 2022-02-18 | 安徽有吉医药科技有限公司 | 一种奥达特罗关键中间体的合成方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10253282A1 (de) | 2002-11-15 | 2004-05-27 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Arzneimittel zur Behandlung von chronisch obstruktiver Lungenerkrankung |
| DE102004024454A1 (de) | 2004-05-14 | 2005-12-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Enantiomerenreine Betaagonisten, Verfahren zu deren Herstellung und deren Verwendung als Arzneimittel |
| MX2008001976A (es) * | 2005-08-15 | 2008-03-25 | Boehringer Ingelheim Int | Procedimiento para la preparacion de betamimeticos. |
| PL2125759T3 (pl) | 2007-01-25 | 2011-12-30 | Boehringer Ingelheim Int | Sposób wytwarzania związków betamimetycznych |
| US20100249550A1 (en) | 2009-03-25 | 2010-09-30 | Neilcor Puritan Bennett LLC | Method And Apparatus For Optical Filtering Of A Broadband Emitter In A Medical Sensor |
-
2017
- 2017-12-19 JP JP2019529170A patent/JP7116060B2/ja active Active
- 2017-12-19 PL PL17816861T patent/PL3558954T3/pl unknown
- 2017-12-19 DK DK17816861.3T patent/DK3558954T3/da active
- 2017-12-19 HR HRP20211915TT patent/HRP20211915T1/hr unknown
- 2017-12-19 ES ES17816861T patent/ES2900283T3/es active Active
- 2017-12-19 US US16/465,762 patent/US10800748B2/en active Active
- 2017-12-19 EP EP17816861.3A patent/EP3558954B1/en active Active
- 2017-12-19 CN CN201780078487.7A patent/CN110114346B/zh active Active
- 2017-12-19 WO PCT/EP2017/083444 patent/WO2018114887A1/en not_active Ceased