JP2017501218A5 - - Google Patents
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- JP2017501218A5 JP2017501218A5 JP2016558533A JP2016558533A JP2017501218A5 JP 2017501218 A5 JP2017501218 A5 JP 2017501218A5 JP 2016558533 A JP2016558533 A JP 2016558533A JP 2016558533 A JP2016558533 A JP 2016558533A JP 2017501218 A5 JP2017501218 A5 JP 2017501218A5
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- azide
- compound
- unsubstituted
- reagent
- 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 12
- 239000003153 chemical reaction reagent Substances 0.000 claims 7
- 238000000034 method Methods 0.000 claims 7
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 claims 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims 4
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 150000003623 transition metal compounds Chemical class 0.000 claims 3
- RTAWPPLBLZFDNI-NTCAYCPXSA-N (e)-1-(benzenesulfonyl)-n-phenylmethoxymethanimine Chemical compound C=1C=CC=CC=1S(=O)(=O)\C=N\OCC1=CC=CC=C1 RTAWPPLBLZFDNI-NTCAYCPXSA-N 0.000 claims 2
- MGOLNIXAPIAKFM-UHFFFAOYSA-N 2-isocyanato-2-methylpropane Chemical compound CC(C)(C)N=C=O MGOLNIXAPIAKFM-UHFFFAOYSA-N 0.000 claims 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
- AYTVLULEEPNWAX-UHFFFAOYSA-N cesium;azide Chemical compound [Cs+].[N-]=[N+]=[N-] AYTVLULEEPNWAX-UHFFFAOYSA-N 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- GUWHRJQTTVADPB-UHFFFAOYSA-N lithium azide Chemical compound [Li+].[N-]=[N+]=[N-] GUWHRJQTTVADPB-UHFFFAOYSA-N 0.000 claims 2
- 239000011572 manganese Substances 0.000 claims 2
- TZLVRPLSVNESQC-UHFFFAOYSA-N potassium azide Chemical compound [K+].[N-]=[N+]=[N-] TZLVRPLSVNESQC-UHFFFAOYSA-N 0.000 claims 2
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 claims 2
- 229940116357 potassium thiocyanate Drugs 0.000 claims 2
- 229910000077 silane Inorganic materials 0.000 claims 2
- 235000010288 sodium nitrite Nutrition 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- HSVFKFNNMLUVEY-UHFFFAOYSA-N sulfuryl diazide Chemical compound [N-]=[N+]=NS(=O)(=O)N=[N+]=[N-] HSVFKFNNMLUVEY-UHFFFAOYSA-N 0.000 claims 2
- NDLIRBZKZSDGSO-UHFFFAOYSA-N tosyl azide Chemical group CC1=CC=C(S(=O)(=O)[N-][N+]#N)C=C1 NDLIRBZKZSDGSO-UHFFFAOYSA-N 0.000 claims 2
- QFDUTPNKBRXHTC-UHFFFAOYSA-N zinc diazide Chemical compound [Zn++].[N-]=[N+]=[N-].[N-]=[N+]=[N-] QFDUTPNKBRXHTC-UHFFFAOYSA-N 0.000 claims 2
- AJKRWHPLFDZFPC-BMRADRMJSA-N (1e)-1-(benzenesulfonyl)-n-phenylmethoxymethanimidoyl cyanide Chemical compound C=1C=CC=CC=1S(=O)(=O)C(\C#N)=N\OCC1=CC=CC=C1 AJKRWHPLFDZFPC-BMRADRMJSA-N 0.000 claims 1
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 claims 1
- GPWNWKWQOLEVEQ-UHFFFAOYSA-N 2,4-diaminopyrimidine-5-carbaldehyde Chemical compound NC1=NC=C(C=O)C(N)=N1 GPWNWKWQOLEVEQ-UHFFFAOYSA-N 0.000 claims 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- MKCBRYIXFFGIKN-UHFFFAOYSA-N bicyclo[1.1.1]pentane Chemical group C1C2CC1C2 MKCBRYIXFFGIKN-UHFFFAOYSA-N 0.000 claims 1
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 150000002923 oximes Chemical class 0.000 claims 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361915415P | 2013-12-12 | 2013-12-12 | |
| US61/915,415 | 2013-12-12 | ||
| US201461949619P | 2014-03-07 | 2014-03-07 | |
| US61/949,619 | 2014-03-07 | ||
| PCT/US2014/069517 WO2015089170A1 (en) | 2013-12-12 | 2014-12-10 | Bicyclic alkyl compounds and synthesis |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017501218A JP2017501218A (ja) | 2017-01-12 |
| JP2017501218A5 true JP2017501218A5 (enExample) | 2018-01-25 |
| JP6542794B2 JP6542794B2 (ja) | 2019-07-10 |
Family
ID=53371797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016558533A Expired - Fee Related JP6542794B2 (ja) | 2013-12-12 | 2014-12-10 | 二環式アルキル化合物、および合成 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US10189780B2 (enExample) |
| EP (1) | EP3080072A4 (enExample) |
| JP (1) | JP6542794B2 (enExample) |
| KR (1) | KR102380609B1 (enExample) |
| CN (2) | CN108947867A (enExample) |
| CA (1) | CA2932039A1 (enExample) |
| TW (1) | TWI645901B (enExample) |
| WO (1) | WO2015089170A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6506248B2 (ja) | 2013-03-14 | 2019-04-24 | ゾーン・ロイヤリティズ・アンド・マイルストーンズ・エルエルシー | 二環式鎮痛化合物 |
| KR102380609B1 (ko) | 2013-12-12 | 2022-03-30 | 리커리엄 아이피 홀딩스, 엘엘씨 | 바이사이클릭 알킬 화합물 및 합성 |
| US10654812B2 (en) | 2014-03-07 | 2020-05-19 | Recurium Ip Holdings Llc | Propellane derivates and synthesis |
| KR20170048588A (ko) | 2014-09-17 | 2017-05-08 | 카리라 파마슈티컬스, 아이앤씨. | 바이사이클릭 화합물 |
| CN109879859B (zh) | 2015-07-06 | 2022-01-25 | 吉利德科学公司 | Cot调节剂及其使用方法 |
| NZ750265A (en) * | 2016-08-23 | 2021-03-26 | Recurium Ip Holdings Llc | Methods for cross coupling |
| MX389668B (es) | 2017-05-15 | 2025-03-20 | Recurium Ip Holdings Llc | Compuestos biciclo[1.1.1]pentilo sustituidos y uso de los mismos para el tratamiento del dolor y fiebre. |
| WO2019051038A1 (en) | 2017-09-11 | 2019-03-14 | Zeno Royalties & Milestones, LLC | CONTINUOUS FLOW PROCESSES FOR THE PRODUCTION OF BICYCLIC COMPOUNDS |
| TWI770527B (zh) | 2019-06-14 | 2022-07-11 | 美商基利科學股份有限公司 | Cot 調節劑及其使用方法 |
| US11858873B2 (en) | 2019-06-18 | 2024-01-02 | Jilin Asymchem Laboratories Co., Ltd. | Method for continuously synthesizing propellane compound |
| EP4126231A1 (en) | 2020-03-30 | 2023-02-08 | Gilead Sciences, Inc. | Solid forms of (s)-6-(((1-(bicyclo[1.1.1]pentan-1-yl)-1h-1,2,3-triazol-4-yl)2-methyl-1-oxo-1,2- dihydroisoquinolin-5-yl)methyl)))amino)8-chloro-(neopentylamino)quinoline-3-carb onitrile a cot inhibitor compound |
| CN115397824B (zh) | 2020-04-02 | 2024-10-22 | 吉利德科学公司 | 用于制备cot抑制剂化合物的方法 |
| KR102638594B1 (ko) * | 2022-05-30 | 2024-02-19 | 경희대학교 산학협력단 | 신규한 바이사이클로펜테인 화합물 및 그의 제조방법 |
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2014
- 2014-12-10 KR KR1020167016840A patent/KR102380609B1/ko active Active
- 2014-12-10 JP JP2016558533A patent/JP6542794B2/ja not_active Expired - Fee Related
- 2014-12-10 EP EP14869147.0A patent/EP3080072A4/en not_active Withdrawn
- 2014-12-10 WO PCT/US2014/069517 patent/WO2015089170A1/en not_active Ceased
- 2014-12-10 US US15/103,038 patent/US10189780B2/en active Active
- 2014-12-10 CN CN201810723613.6A patent/CN108947867A/zh active Pending
- 2014-12-10 CN CN201480067673.7A patent/CN105814013A/zh active Pending
- 2014-12-10 CA CA2932039A patent/CA2932039A1/en active Pending
- 2014-12-12 TW TW103143524A patent/TWI645901B/zh not_active IP Right Cessation