JP2017520547A5 - - Google Patents
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- Publication number
- JP2017520547A5 JP2017520547A5 JP2016572800A JP2016572800A JP2017520547A5 JP 2017520547 A5 JP2017520547 A5 JP 2017520547A5 JP 2016572800 A JP2016572800 A JP 2016572800A JP 2016572800 A JP2016572800 A JP 2016572800A JP 2017520547 A5 JP2017520547 A5 JP 2017520547A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- hydrogen
- alkyl
- defined above
- 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
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- 150000001875 compounds Chemical class 0.000 claims 22
- 238000000034 method Methods 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
- 125000001246 bromo group Chemical group Br* 0.000 claims 6
- 125000001153 fluoro group Chemical group F* 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000002798 polar solvent Substances 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N NMP Substances CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims 1
- 239000011630 iodine Chemical group 0.000 claims 1
- 229910052740 iodine Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- -1 pyridine compound Chemical class 0.000 claims 1
- 229910052604 silicate mineral Inorganic materials 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14173397.2 | 2014-06-23 | ||
| EP14173397 | 2014-06-23 | ||
| PCT/EP2015/063942 WO2015197534A2 (en) | 2014-06-23 | 2015-06-22 | Methods for the preparation of 1,3-benzodioxole heterocyclic compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017520547A JP2017520547A (ja) | 2017-07-27 |
| JP2017520547A5 true JP2017520547A5 (https=) | 2018-07-26 |
| JP6785666B2 JP6785666B2 (ja) | 2020-11-18 |
Family
ID=50980952
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016572800A Active JP6785666B2 (ja) | 2014-06-23 | 2015-06-22 | １，３−ベンゾジオキソール複素環化合物の調製方法 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US9908894B2 (https=) |
| EP (1) | EP3157930B1 (https=) |
| JP (1) | JP6785666B2 (https=) |
| KR (1) | KR20170016894A (https=) |
| CN (1) | CN106459081B (https=) |
| AU (1) | AU2015279428B2 (https=) |
| BR (1) | BR112016029510A2 (https=) |
| CA (1) | CA2953284A1 (https=) |
| DK (1) | DK3157930T3 (https=) |
| ES (1) | ES2702451T3 (https=) |
| IL (1) | IL249336A0 (https=) |
| MX (1) | MX2016016378A (https=) |
| PL (1) | PL3157930T3 (https=) |
| PT (1) | PT3157930T (https=) |
| RU (1) | RU2697251C2 (https=) |
| TW (1) | TW201613934A (https=) |
| WO (1) | WO2015197534A2 (https=) |
| ZA (1) | ZA201608442B (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK3390407T3 (da) | 2015-12-18 | 2023-11-06 | Union Therapeutics As | Fremgangsmåder til fremstilling af heterocykliske 1,3-benzodioxolforbindelser |
| DK3642210T3 (da) * | 2017-06-20 | 2024-12-09 | Union Therapeutics As | Fremgangsmåder til fremstilling af heterocykliske 1,3-benzodioxolforbindelser |
| PT3724196T (pt) | 2017-12-15 | 2023-01-13 | Union Therapeutics As | Azetidina di-hidrotienopiridinas substituídas e a sua utilização como inibidores de fosfodiesterase |
| USD914676S1 (en) | 2018-05-11 | 2021-03-30 | Samsung Electronics Co., Ltd. | Notebook computer |
| PL3911304T3 (pl) | 2019-01-15 | 2023-12-04 | UNION therapeutics A/S | Preparat w postaci tabletek o zmodyfikowanym uwalnianiu, zawierający inhibitory fosfodiesterazy |
| KR20230159485A (ko) | 2021-03-22 | 2023-11-21 | 유니온 테라퓨틱스 에이/에스 | 오리스밀라스트를 사용한 화농땀샘염의 치료 |
| GB202205715D0 (en) | 2022-04-19 | 2022-06-01 | Union Therapeutics As | Treatment of neutrophilic dermatoses |
| GB202306662D0 (en) | 2023-05-05 | 2023-06-21 | Union Therapeutics As | Dosage regimen |
| GB202306663D0 (en) | 2023-05-05 | 2023-06-21 | Union Therapeutics As | Combination therapy |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE325110T1 (de) * | 1995-05-19 | 2006-06-15 | Kyowa Hakko Kogyo Kk | Sauerstoff enthaltende heterocyclische verbindungen |
| US6514996B2 (en) * | 1995-05-19 | 2003-02-04 | Kyowa Hakko Kogyo Co., Ltd. | Derivatives of benzofuran or benzodioxole |
| DE10205274A1 (de) * | 2002-02-08 | 2003-08-21 | Boehringer Ingelheim Pharma | Neue Arzneimittelkompositionen enthaltend neben Anticholinergika heterocyclische Verbindungen |
| WO2004005276A1 (ja) * | 2002-07-03 | 2004-01-15 | Kyowa Hakko Kogyo Co., Ltd. | １，３−ベンゾジオキソール−２−スピロシクロアルカン誘導体の製造法 |
| DE602007012105D1 (de) * | 2006-07-14 | 2011-03-03 | Chiesi Farma Spa | Derivate von 1-phenyl-2-pyridinylalkylenalkohole als phosphodiesteraseinhibitoren |
| EP2125736B1 (en) | 2006-12-22 | 2011-03-30 | Leo Pharma A/S | Substituted acetophenones useful as pde4 inhibitors |
| UA98639C2 (en) * | 2007-02-28 | 2012-06-11 | Лео Фарма А/С | Phosphodiesterase inhibitors |
| CA2676933C (en) * | 2007-02-28 | 2015-09-29 | Leo Pharma A/S | Novel phosphodiesterase inhibitors |
| SI3070091T1 (sl) * | 2010-06-24 | 2019-08-30 | Leo Pharma A/S | Derivati benzodioksola kot zaviralci fosfodiesteraze |
| WO2014096018A1 (en) * | 2012-12-19 | 2014-06-26 | Leo Pharma A/S | Methods for the preparation of substituted acetophenones |
| DK3390407T3 (da) * | 2015-12-18 | 2023-11-06 | Union Therapeutics As | Fremgangsmåder til fremstilling af heterocykliske 1,3-benzodioxolforbindelser |
-
2015
- 2015-06-22 MX MX2016016378A patent/MX2016016378A/es unknown
- 2015-06-22 TW TW104120096A patent/TW201613934A/zh unknown
- 2015-06-22 US US15/320,227 patent/US9908894B2/en active Active
- 2015-06-22 ES ES15730183T patent/ES2702451T3/es active Active
- 2015-06-22 CN CN201580033483.8A patent/CN106459081B/zh active Active
- 2015-06-22 WO PCT/EP2015/063942 patent/WO2015197534A2/en not_active Ceased
- 2015-06-22 EP EP15730183.9A patent/EP3157930B1/en active Active
- 2015-06-22 PL PL15730183T patent/PL3157930T3/pl unknown
- 2015-06-22 CA CA2953284A patent/CA2953284A1/en not_active Abandoned
- 2015-06-22 DK DK15730183.9T patent/DK3157930T3/en active
- 2015-06-22 BR BR112016029510A patent/BR112016029510A2/pt not_active IP Right Cessation
- 2015-06-22 AU AU2015279428A patent/AU2015279428B2/en not_active Ceased
- 2015-06-22 PT PT15730183T patent/PT3157930T/pt unknown
- 2015-06-22 KR KR1020167037002A patent/KR20170016894A/ko not_active Withdrawn
- 2015-06-22 JP JP2016572800A patent/JP6785666B2/ja active Active
- 2015-06-22 RU RU2017101808A patent/RU2697251C2/ru active
-
2016
- 2016-12-01 IL IL249336A patent/IL249336A0/en unknown
- 2016-12-07 ZA ZA2016/08442A patent/ZA201608442B/en unknown
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