JP2017514845A5 - - Google Patents
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- JP2017514845A5 JP2017514845A5 JP2016565665A JP2016565665A JP2017514845A5 JP 2017514845 A5 JP2017514845 A5 JP 2017514845A5 JP 2016565665 A JP2016565665 A JP 2016565665A JP 2016565665 A JP2016565665 A JP 2016565665A JP 2017514845 A5 JP2017514845 A5 JP 2017514845A5
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- JP
- Japan
- Prior art keywords
- formula
- compound
- molar equivalents
- present
- amine 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.)
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- 150000001875 compounds Chemical class 0.000 claims 71
- 238000000034 method Methods 0.000 claims 64
- 150000001412 amines Chemical class 0.000 claims 18
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical group CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 claims 16
- 239000003960 organic solvent Substances 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 12
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 6
- 229910052794 bromium Inorganic materials 0.000 claims 6
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 claims 5
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 5
- MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 claims 5
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 4
- 239000012649 demethylating agent Substances 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 claims 3
- 150000004703 alkoxides Chemical class 0.000 claims 2
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 1
- 229940043279 diisopropylamine Drugs 0.000 claims 1
- 0 CO[C@](CC1)(*[C@@](*)C[C@@]1(*1)[C@@](C2)C(CC3CC3)CC[C@@]11c3c2cc2)[C@@]1Oc3c2OC Chemical compound CO[C@](CC1)(*[C@@](*)C[C@@]1(*1)[C@@](C2)C(CC3CC3)CC[C@@]11c3c2cc2)[C@@]1Oc3c2OC 0.000 description 5
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461988508P | 2014-05-05 | 2014-05-05 | |
| US61/988,508 | 2014-05-05 | ||
| US14/689,610 | 2015-04-17 | ||
| US14/689,610 US9701687B2 (en) | 2014-05-05 | 2015-04-17 | Process for the preparation of opioid compounds |
| PCT/US2015/027906 WO2015171353A2 (en) | 2014-05-05 | 2015-04-28 | Process for the preparation of opioid compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020036660A Division JP2020203872A (ja) | 2014-05-05 | 2020-03-04 | オピオイド化合物を調製するプロセス |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2017514845A JP2017514845A (ja) | 2017-06-08 |
| JP2017514845A5 true JP2017514845A5 (OSRAM) | 2018-06-14 |
Family
ID=54354747
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016565665A Pending JP2017514845A (ja) | 2014-05-05 | 2015-04-28 | オピオイド化合物を調製するプロセス |
| JP2020036660A Pending JP2020203872A (ja) | 2014-05-05 | 2020-03-04 | オピオイド化合物を調製するプロセス |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020036660A Pending JP2020203872A (ja) | 2014-05-05 | 2020-03-04 | オピオイド化合物を調製するプロセス |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9701687B2 (OSRAM) |
| EP (1) | EP3140307A2 (OSRAM) |
| JP (2) | JP2017514845A (OSRAM) |
| CN (1) | CN107074869A (OSRAM) |
| AU (1) | AU2015256507B2 (OSRAM) |
| CA (1) | CA2947022A1 (OSRAM) |
| WO (1) | WO2015171353A2 (OSRAM) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3371193A4 (en) * | 2015-10-12 | 2019-03-20 | Noramco, Inc. | PROCESS FOR THE PREPARATION OF (S) -2 - ((4R, 4AS, 6R, 7AR, 12BS) -7,9-DIMETHOXY-1,2,3,4,5,6,7,7A-OCTAHYDRO-4A, 7 -ETHANO-4, 12-METHANOBENZOFURO [3,2-E] ISOQUINOLIN-6-YL) -3,3-DIMETHYLBUTAN-2-OL |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3474101A (en) | 1960-09-05 | 1969-10-21 | Reckitt & Sons Ltd | Thebaine and oripavine derivatives |
| CA2674915C (en) | 2006-10-17 | 2015-06-30 | Penick Corporation | Process for preparing oxymorphone |
| US20080125592A1 (en) | 2006-10-17 | 2008-05-29 | Penick Corporation | Process for preparing oxymorphone, naltrexone, and buprenorphine |
| MX2009005455A (es) | 2006-11-22 | 2009-08-28 | Progenics Pharm Inc | (r)-n-estereoisomeros de analogos de 7,8-saturados-4,5 epoxi-morfinano. |
| CN101610770A (zh) * | 2006-11-22 | 2009-12-23 | 普罗基因制药公司 | 7,8-饱和-4,5-环氧-吗啡烷离子类似物 |
| ATE493416T1 (de) * | 2007-05-04 | 2011-01-15 | Mallinckrodt Inc | Verbessertes verfahren zur herstellung von 6- alpha-hydroxy-n-alkylierten opiaten |
| ES2356412T3 (es) * | 2007-05-04 | 2011-04-07 | Mallinckrodt Inc. | Procedimiento mejorado para la preparación de opiáceos 6-alfa-hidroxi-n-alquilados. |
| US8962841B2 (en) | 2007-06-29 | 2015-02-24 | Brock University | Methods for one-pot N-demethylation/N-functionalization of morphine and tropane alkaloids |
| CN101861315B (zh) | 2007-11-20 | 2013-01-16 | 日产化学工业株式会社 | 2-氮杂金刚烷类的制造方法 |
| CA2720034A1 (en) * | 2008-03-31 | 2009-10-08 | Sun Pharmaceutical Industries Ltd. | An improved process for the preparation of morphinane analogues |
| EP2328900B1 (en) | 2008-08-11 | 2013-08-28 | Tasmanian Alkaloids Pty. Ltd. | PROCESS FOR MAKING MORPHINAN-6 alpha-OLS |
| EP2342208B1 (en) | 2008-09-30 | 2014-06-04 | Mallinckrodt LLC | Recycling process for increasing the yield of a grignard reaction in the preparation of opiate alkaloid derivatives |
| PL2342207T3 (pl) | 2008-09-30 | 2016-05-31 | SpecGx LLC | Sposoby alkilowania norbuprenorfiny ze zmniejszonym powstawaniem zanieczyszczeń |
| ES2529057T3 (es) | 2008-09-30 | 2015-02-16 | Mallinckrodt Inc. | Procedimientos para la hidrogenación de derivados de alcaloides opiáceos |
| ES2566559T3 (es) | 2008-09-30 | 2016-04-13 | Mallinckrodt Llc | Procesos para la alquilación de grupos amino secundarios de derivados de morfinano |
| WO2010039214A1 (en) | 2008-09-30 | 2010-04-08 | Mallinckrodt Inc. | Processes for increasing the yield of the hydrolysis of the 3-0-methyl and 17-n-nitrile group in the preparation of opiate alkaloid derivatives |
| EP2398808B1 (en) | 2009-02-17 | 2013-11-20 | Mallinckrodt LLC | Process for the reductive alkylation of normorphinans |
| US8853401B2 (en) | 2009-04-24 | 2014-10-07 | Brock University | Processes for the preparation of morphinane and morphinone compounds |
| US20110269964A1 (en) * | 2010-04-29 | 2011-11-03 | Mallinckrodt Inc. | N-Alkylation of Opiates |
| HRP20170379T1 (hr) * | 2010-11-05 | 2017-05-05 | H. Lundbeck A/S | Postupak proizvodnje naltreksona |
| KR20140057204A (ko) * | 2011-05-02 | 2014-05-12 | 브럭 유니버시티 | 고리화탈수 시약을 사용하는 n-옥사이드의 n-탈메틸화를 통한 모르핀 유사체의 제조 방법 및 중간체 |
| PT3321269T (pt) | 2011-10-03 | 2020-07-24 | Johnson Matthey Plc | Processo para preparar intermediários de buprenorfina |
| CN104520302A (zh) | 2012-02-03 | 2015-04-15 | 布鲁克大学 | 通过有机金属试剂与衍生自吗啡烷的噁唑烷的反应制备吗啡类似物的方法 |
| WO2013164383A1 (en) * | 2012-05-03 | 2013-11-07 | H. Lundbeck A/S | Method for the manufacturing of naltrexone |
-
2015
- 2015-04-17 US US14/689,610 patent/US9701687B2/en active Active
- 2015-04-28 JP JP2016565665A patent/JP2017514845A/ja active Pending
- 2015-04-28 WO PCT/US2015/027906 patent/WO2015171353A2/en not_active Ceased
- 2015-04-28 EP EP15726406.0A patent/EP3140307A2/en not_active Withdrawn
- 2015-04-28 AU AU2015256507A patent/AU2015256507B2/en not_active Ceased
- 2015-04-28 CN CN201580035275.1A patent/CN107074869A/zh active Pending
- 2015-04-28 CA CA2947022A patent/CA2947022A1/en not_active Abandoned
-
2020
- 2020-03-04 JP JP2020036660A patent/JP2020203872A/ja active Pending
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