JP2012524769A5 - - Google Patents
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- JP2012524769A5 JP2012524769A5 JP2012506579A JP2012506579A JP2012524769A5 JP 2012524769 A5 JP2012524769 A5 JP 2012524769A5 JP 2012506579 A JP2012506579 A JP 2012506579A JP 2012506579 A JP2012506579 A JP 2012506579A JP 2012524769 A5 JP2012524769 A5 JP 2012524769A5
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- JP
- Japan
- Prior art keywords
- compound
- formula
- acid
- reacting
- iii
- 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.)
- Pending
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- 150000001875 compounds Chemical class 0.000 claims 25
- 238000000034 method Methods 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000006239 protecting group Chemical group 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 2
- XWBTZHDDWRNOQH-UHFFFAOYSA-N 3-chloro-2-fluoroaniline Chemical compound NC1=CC=CC(Cl)=C1F XWBTZHDDWRNOQH-UHFFFAOYSA-N 0.000 claims 1
- ZSXGLVDWWRXATF-UHFFFAOYSA-N N,N-dimethylformamide dimethyl acetal Chemical compound COC(OC)N(C)C ZSXGLVDWWRXATF-UHFFFAOYSA-N 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 1
- 239000001530 fumaric acid Substances 0.000 claims 1
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims 1
- 238000006396 nitration reaction Methods 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- DFJSJLGUIXFDJP-UHFFFAOYSA-N sapitinib Chemical compound C1CN(CC(=O)NC)CCC1OC(C(=CC1=NC=N2)OC)=CC1=C2NC1=CC=CC(Cl)=C1F DFJSJLGUIXFDJP-UHFFFAOYSA-N 0.000 claims 1
- 229960005137 succinic acid Drugs 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- KLQWAJXODNYLLQ-WUXMJOGZSA-N CN(C)/C=N/c1cccc(Cl)c1F Chemical compound CN(C)/C=N/c1cccc(Cl)c1F KLQWAJXODNYLLQ-WUXMJOGZSA-N 0.000 description 1
- OMMXWGVWKMGOOU-LPYMAVHISA-N CNC(CN(CC1)CCC1Oc(cc(c(/N=C/N(C)C)c1)C#N)c1OC)=O Chemical compound CNC(CN(CC1)CCC1Oc(cc(c(/N=C/N(C)C)c1)C#N)c1OC)=O OMMXWGVWKMGOOU-LPYMAVHISA-N 0.000 description 1
- AQQHAIRDIPXYKA-UHFFFAOYSA-N CNC(CN(CC1)CCC1Oc(cc(c(N)c1)C#N)c1OC)=O Chemical compound CNC(CN(CC1)CCC1Oc(cc(c(N)c1)C#N)c1OC)=O AQQHAIRDIPXYKA-UHFFFAOYSA-N 0.000 description 1
- BKVWGWVOQLLRJO-UHFFFAOYSA-N CNC(CN(CC1)CCC1Oc(cc(c([N+]([O-])=O)c1)C#N)c1OC)=O Chemical compound CNC(CN(CC1)CCC1Oc(cc(c([N+]([O-])=O)c1)C#N)c1OC)=O BKVWGWVOQLLRJO-UHFFFAOYSA-N 0.000 description 1
- LXHXCGWQLBRXMU-UHFFFAOYSA-N CNC(CN(CC1)CCC1Oc(cc(cc1)C#N)c1OC)=O Chemical compound CNC(CN(CC1)CCC1Oc(cc(cc1)C#N)c1OC)=O LXHXCGWQLBRXMU-UHFFFAOYSA-N 0.000 description 1
- 0 COc(ccc(C#N)c1)c1OC1CCN(*)CC1 Chemical compound COc(ccc(C#N)c1)c1OC1CCN(*)CC1 0.000 description 1
- DNIAOKUSLZWYIJ-UHFFFAOYSA-N COc(ccc(C#N)c1)c1OC1CCNCC1 Chemical compound COc(ccc(C#N)c1)c1OC1CCNCC1 DNIAOKUSLZWYIJ-UHFFFAOYSA-N 0.000 description 1
- JLPBFHATJXMBFM-UHFFFAOYSA-N Fc(c(Cl)ccc1)c1N/C=N/c1cccc(Cl)c1F Chemical compound Fc(c(Cl)ccc1)c1N/C=N/c1cccc(Cl)c1F JLPBFHATJXMBFM-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17199409P | 2009-04-23 | 2009-04-23 | |
| US61/171,994 | 2009-04-23 | ||
| PCT/GB2010/050653 WO2010122340A2 (en) | 2009-04-23 | 2010-04-22 | Process 738 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012524769A JP2012524769A (ja) | 2012-10-18 |
| JP2012524769A5 true JP2012524769A5 (enExample) | 2013-05-02 |
Family
ID=42224659
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012506579A Pending JP2012524769A (ja) | 2009-04-23 | 2010-04-22 | ４−（３−クロロ−２−フルオロアニリノ）−７−メトキシ−６−｛［１−（ｎ−メチルカルバモイルメチル）ピペリジン−４−イル］オキシ｝キナゾリンの製造方法 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US8450482B2 (enExample) |
| EP (1) | EP2421827A2 (enExample) |
| JP (1) | JP2012524769A (enExample) |
| KR (1) | KR20120007059A (enExample) |
| CN (1) | CN102459174A (enExample) |
| AR (1) | AR076407A1 (enExample) |
| AU (1) | AU2010240717A1 (enExample) |
| BR (1) | BRPI1013854A2 (enExample) |
| CA (1) | CA2758610A1 (enExample) |
| IL (1) | IL215388A0 (enExample) |
| MX (1) | MX2011011177A (enExample) |
| SG (1) | SG174893A1 (enExample) |
| TW (1) | TW201041871A (enExample) |
| WO (1) | WO2010122340A2 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101272613B1 (ko) | 2011-10-05 | 2013-06-10 | 한미사이언스 주식회사 | 1-(4-(4-(3,4-디클로로-2-플루오로페닐아미노)-7-메톡시퀴나졸린-6-일옥시)피페리딘-1-일)프로프-2-엔-1-온 염산염의 제조 방법 및 이에 사용되는 중간체 |
| CN108503596A (zh) * | 2018-03-14 | 2018-09-07 | 盐城师范学院 | 一种新的厄洛替尼及其中间体的制备方法 |
| CN108440420A (zh) * | 2018-03-22 | 2018-08-24 | 盐城师范学院 | 酪氨酸激酶抑制剂拉帕替尼及其关键中间体的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI324597B (en) | 2002-03-28 | 2010-05-11 | Astrazeneca Ab | Quinazoline derivatives |
| US6924285B2 (en) | 2002-03-30 | 2005-08-02 | Boehringer Ingelheim Pharma Gmbh & Co. | Bicyclic heterocyclic compounds, pharmaceutical compositions containing these compounds, their use and process for preparing them |
| GB0320793D0 (en) * | 2003-09-05 | 2003-10-08 | Astrazeneca Ab | Chemical process |
| JP4036885B2 (ja) | 2003-09-19 | 2008-01-23 | アストラゼネカ アクチボラグ | キナゾリン誘導体 |
| US20070299092A1 (en) * | 2004-05-20 | 2007-12-27 | Wyeth | Quinone Substituted Quinazoline and Quinoline Kinase Inhibitors |
| WO2009138779A1 (en) * | 2008-05-13 | 2009-11-19 | Astrazeneca Ab | Combination comprising 4- (3-chloro-2-fluoroanilino) -7-meth0xy-6- { [1- (n-methylcarbamoylmethyl) piperidin- 4-yl] oxyjquinazoline |
| BRPI0912170A2 (pt) * | 2008-05-13 | 2015-10-13 | Astrazeneca Ab | composto, forma a, processo para a preparação da mesma, composição farmacêutica, uso de um composto, e, método para tratar um câncer em um animal de sangue quente |
-
2010
- 2010-04-22 US US13/264,217 patent/US8450482B2/en not_active Expired - Fee Related
- 2010-04-22 KR KR1020117027878A patent/KR20120007059A/ko not_active Withdrawn
- 2010-04-22 MX MX2011011177A patent/MX2011011177A/es not_active Application Discontinuation
- 2010-04-22 BR BRPI1013854A patent/BRPI1013854A2/pt not_active IP Right Cessation
- 2010-04-22 SG SG2011068426A patent/SG174893A1/en unknown
- 2010-04-22 CN CN2010800288080A patent/CN102459174A/zh active Pending
- 2010-04-22 JP JP2012506579A patent/JP2012524769A/ja active Pending
- 2010-04-22 CA CA2758610A patent/CA2758610A1/en not_active Abandoned
- 2010-04-22 WO PCT/GB2010/050653 patent/WO2010122340A2/en not_active Ceased
- 2010-04-22 EP EP10715333A patent/EP2421827A2/en not_active Withdrawn
- 2010-04-22 AU AU2010240717A patent/AU2010240717A1/en not_active Abandoned
- 2010-04-23 TW TW099112893A patent/TW201041871A/zh unknown
- 2010-04-23 AR ARP100101374A patent/AR076407A1/es not_active Application Discontinuation
-
2011
- 2011-09-26 IL IL215388A patent/IL215388A0/en unknown