JP2014524888A5 - - Google Patents
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- Publication number
- JP2014524888A5 JP2014524888A5 JP2014511830A JP2014511830A JP2014524888A5 JP 2014524888 A5 JP2014524888 A5 JP 2014524888A5 JP 2014511830 A JP2014511830 A JP 2014511830A JP 2014511830 A JP2014511830 A JP 2014511830A JP 2014524888 A5 JP2014524888 A5 JP 2014524888A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- alkyl
- substituted
- precatalyst
- disproportionated
- 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- 230000027455 binding Effects 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 0 C*(C)C(C1N)(*(C2)C1(C(C1N)C(C)=C)C21C1N)C1N Chemical compound C*(C)C(C1N)(*(C2)C1(C(C1N)C(C)=C)C21C1N)C1N 0.000 description 1
- 241000276438 Gadus morhua Species 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N Piperylene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 235000019516 cod Nutrition 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000012041 precatalyst Substances 0.000 description 1
- 150000003303 ruthenium Chemical class 0.000 description 1
- 239000011997 shvo catalyst Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
Description
従って、ルテニウム核、4個の中程度に結合された配位子（L）（例えば、CO、CN又はCOD）及びH、(C1−C6)アルキル又はフェニル（式中、フェニルは、ハロゲン、好ましくはF又はClによって、1回又はそれ以上、好ましくは1〜3回、場合により置換されている）よ
り互いに独立して選択される4個の置換基Zで場合により置換されているシクロペンタジエン配位子、及びOH/＝O、NHR5/C＝NR5（式中、R5は、(C1−C6)アルキル、フェニル、又はベンジルである）、又はSH/＝S、のような酸化対（UH/U）を有する基を有する、その二量体プレ触媒形態（式2）及びその不均化形態（式2a及び2b）で下記に記載のShvo触媒又は
その誘導体は、選択的H/D交換を開始するために同一の様式で機能すると考えられる：
り互いに独立して選択される4個の置換基Zで場合により置換されているシクロペンタジエン配位子、及びOH/＝O、NHR5/C＝NR5（式中、R5は、(C1−C6)アルキル、フェニル、又はベンジルである）、又はSH/＝S、のような酸化対（UH/U）を有する基を有する、その二量体プレ触媒形態（式2）及びその不均化形態（式2a及び2b）で下記に記載のShvo触媒又は
その誘導体は、選択的H/D交換を開始するために同一の様式で機能すると考えられる：
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11305634 | 2011-05-23 | ||
| EP11305634.5 | 2011-05-23 | ||
| PCT/EP2012/059344 WO2012160015A1 (en) | 2011-05-23 | 2012-05-21 | Process for the preparation of deuterated compounds containing n-alkyl groups |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014524888A JP2014524888A (ja) | 2014-09-25 |
| JP2014524888A5 true JP2014524888A5 (ja) | 2015-07-02 |
| JP5925301B2 JP5925301B2 (ja) | 2016-05-25 |
Family
ID=46146876
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014511830A Expired - Fee Related JP5925301B2 (ja) | 2011-05-23 | 2012-05-21 | Ｎ−アルキル基を含有するジュウテリウム化化合物の製造方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9340489B2 (ja) |
| EP (1) | EP2714624B1 (ja) |
| JP (1) | JP5925301B2 (ja) |
| KR (1) | KR20140030267A (ja) |
| CN (1) | CN103702961A (ja) |
| CA (1) | CA2834920A1 (ja) |
| IL (1) | IL229037A0 (ja) |
| RU (1) | RU2013156864A (ja) |
| SG (1) | SG194625A1 (ja) |
| WO (1) | WO2012160015A1 (ja) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR112016028119A2 (pt) | 2014-06-06 | 2017-08-22 | Res Triangle Inst | Agonistas receptores de apelina (apj) e usos dos mesmos |
| MX2017006043A (es) * | 2014-11-10 | 2018-02-13 | Forge Life Science Llc | Metodo y composiciones de anti-hcmv. |
| EP3386976A1 (en) | 2015-12-09 | 2018-10-17 | Research Triangle Institute, International | Improved apelin receptor (apj) agonists and uses thereof |
| AU2017325870B2 (en) | 2016-09-16 | 2021-07-22 | Research Traingle Institute | Tetrahydroisoquinoline kappa opioid antagonists |
| MX2019004214A (es) | 2016-10-12 | 2019-06-10 | Res Triangle Inst | Agonistas heterociclicos del receptor de apelina (apj) y usos de los mismos. |
| JOP20190072A1 (ar) | 2016-10-13 | 2019-04-07 | Glaxosmithkline Ip Dev Ltd | مشتقات 1، 3 سيكلوبوتان ثنائي الاستبدال أو آزيتيدين كمثبطات للإنزيم المخلق للبروستاجلاندين d المكون للدم |
| CA3036382A1 (en) | 2016-12-21 | 2018-06-28 | Research Triangle Institute | Diaryl purine derivatives with improved bioavailability |
| KR20200004827A (ko) | 2017-04-27 | 2020-01-14 | 듀테리아 비버리지스, 엘엘씨 | D2로부터 중수소화 에탄올을 제조하는 방법 |
| EA039504B1 (ru) * | 2017-04-27 | 2022-02-03 | Дьютерия Бевериджес, Ллс | Способ получения дейтерированного этанола из d2o |
| BR112020003725A2 (pt) | 2017-10-06 | 2020-11-03 | Forma Therapeutics, Inc. | inibição da peptidase 30 específica de ubiquitina |
| CN109748767A (zh) * | 2017-11-07 | 2019-05-14 | 朱允涛 | 一种利用微波反应装置制备氘代胺类化合物的方法 |
| JP7449242B2 (ja) | 2018-05-17 | 2024-03-13 | フォーマ セラピューティクス，インコーポレイテッド | ユビキチン特異的ペプチダーゼ３０（ｕｓｐ３０）阻害剤として有用な縮合二環化合物 |
| SI3860989T1 (sl) | 2018-10-05 | 2023-06-30 | Forma Therapeutics, Inc. | Kondenzirani pirolini,ki delujejo kot zaviralci ubikvitin-specifične proteaze (usp30) |
| TWI767148B (zh) | 2018-10-10 | 2022-06-11 | 美商弗瑪治療公司 | 抑制脂肪酸合成酶(fasn) |
| CA3124399A1 (en) * | 2018-12-21 | 2020-06-25 | Concert Pharmaceuticals, Inc. | Deuterated forms and derivatives of volinanserin |
| MX2023007793A (es) | 2020-12-30 | 2023-09-22 | Tyra Biosciences Inc | Compuestos de indazol como inhibidores de cinasas. |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4254129A (en) | 1979-04-10 | 1981-03-03 | Richardson-Merrell Inc. | Piperidine derivatives |
| EP0335918A1 (en) | 1987-08-07 | 1989-10-11 | Mallinckrodt Diagnostica (Holland) B.V. | Diagnostic or radiotherapeutic composition comprising a hydrogen containing compound |
| US5075337A (en) | 1989-07-26 | 1991-12-24 | G. D. Searle & Co. | Alpha-deuterated 2-alkylaminoacetamide derivatives having reduced toxicity for treatment of CNS disorders |
| DE69105501T2 (de) | 1990-06-01 | 1995-04-13 | Merrell Dow Pharma | (+)-alpha-(2,3 dimethoxyphenyl)-1-[2-(fluorophenyl)ethyl]-4-piperidinmethanol. |
| KR20040068613A (ko) | 1994-03-25 | 2004-07-31 | 이소테크니카 인코포레이티드 | 중수소화된 화합물 이를 포함하는 고혈압 치료용 조성물 |
| EP1688412A3 (en) | 2001-02-16 | 2006-08-16 | Aventis Pharmaceuticals, Inc. | Novel heterocyclic amide derivatives and their use as dopamine D3 receptor ligands |
| TW200413273A (en) | 2002-11-15 | 2004-08-01 | Wako Pure Chem Ind Ltd | Heavy hydrogenation method of heterocyclic rings |
| TW200413274A (en) * | 2002-12-27 | 2004-08-01 | Wako Pure Chem Ind Ltd | Deuteration or tritiation method |
| CA2553376A1 (en) | 2004-01-23 | 2005-08-04 | Wako Pure Chemical Industries, Ltd. | Method of deuteration using mixed catalyst |
| WO2008122010A1 (en) | 2007-04-02 | 2008-10-09 | Concert Pharmaceuticals, Inc. | Pharmaceutical calcimimetics |
| WO2009005069A1 (ja) | 2007-07-05 | 2009-01-08 | Wako Pure Chemical Industries, Ltd. | ルテニウム触媒を用いた重水素化方法 |
| US20100143287A1 (en) | 2008-12-09 | 2010-06-10 | Auspex Pharmaceuticals, Inc. | Trifluoromethylphenyl modulators of calcium-sensing receptor |
-
2012
- 2012-05-21 CN CN201280036588.5A patent/CN103702961A/zh active Pending
- 2012-05-21 CA CA2834920A patent/CA2834920A1/en not_active Abandoned
- 2012-05-21 SG SG2013079298A patent/SG194625A1/en unknown
- 2012-05-21 EP EP12722367.5A patent/EP2714624B1/en not_active Not-in-force
- 2012-05-21 KR KR1020137034057A patent/KR20140030267A/ko not_active Application Discontinuation
- 2012-05-21 RU RU2013156864/04A patent/RU2013156864A/ru not_active Application Discontinuation
- 2012-05-21 WO PCT/EP2012/059344 patent/WO2012160015A1/en active Application Filing
- 2012-05-21 JP JP2014511830A patent/JP5925301B2/ja not_active Expired - Fee Related
- 2012-05-21 US US14/118,705 patent/US9340489B2/en not_active Expired - Fee Related
-
2013
- 2013-10-23 IL IL229037A patent/IL229037A0/en unknown
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