BR0016149A - Processo para a preparaçao de 5-(1-piperazinil)benzofuran-2-carboxiamida por aminação catalisada por metal de transição - Google Patents
Processo para a preparaçao de 5-(1-piperazinil)benzofuran-2-carboxiamida por aminação catalisada por metal de transiçãoInfo
- Publication number
- BR0016149A BR0016149A BR0016149-7A BR0016149A BR0016149A BR 0016149 A BR0016149 A BR 0016149A BR 0016149 A BR0016149 A BR 0016149A BR 0016149 A BR0016149 A BR 0016149A
- Authority
- BR
- Brazil
- Prior art keywords
- benzofuran
- preparation
- transition metal
- carboxyamide
- piperazinyl
- Prior art date
Links
- 238000005576 amination reaction Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 229910052723 transition metal Inorganic materials 0.000 title abstract 3
- 150000003624 transition metals Chemical class 0.000 title abstract 3
- QDLIWQHRTKSERC-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)acetamide Chemical compound C1=CC=C2OC(CC(=O)N)=CC2=C1 QDLIWQHRTKSERC-UHFFFAOYSA-N 0.000 abstract 1
- LLRGOAFFRRUFBM-UHFFFAOYSA-N 5-piperazin-1-yl-1-benzofuran-2-carboxamide Chemical compound C=1C=C2OC(C(=O)N)=CC2=CC=1N1CCNCC1 LLRGOAFFRRUFBM-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/20—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
- C07D295/205—Radicals derived from carbonic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
- C07D295/112—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D307/85—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Pyrane Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
"PROCESSO PARA A PREPARAçãO DE 5-(1-PIPERAZINIL)BENZOFURAN-2-CARBOXIAMIDA POR AMINAçãO CATALISADA POR METAL DE TRANSIçãO". A invenção refere-se a um processo para a preparação de 5-(1-piperazinil)benzofuran-2-carboxamida, por meio do qual, como a etapa intermediária, 5-bromo-salicilaideído ou um de seus derivados é reagido em uma aminação catalisada por metal de transição com R^ 2^-piperazina, sendo que R^ 2^ apresenta o significado citado na reivindicação 1.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19958496A DE19958496A1 (de) | 1999-12-04 | 1999-12-04 | Verfahren zur Herstellung von 5-(1-Piperazinyl)-benzofuran-2-carboxamid durch Übergangsmetallkatalysierte Aminierung |
| PCT/EP2000/011980 WO2001040219A2 (de) | 1999-12-04 | 2000-11-29 | Verfahren zur herstellung von 5-(1-piperazinyl)-benzofuran-2-carboxamid durch übergansmetall-katalysierte aminierung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR0016149A true BR0016149A (pt) | 2002-08-13 |
| BR0016149B1 BR0016149B1 (pt) | 2011-02-22 |
Family
ID=7931421
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0016149-7A BR0016149B1 (pt) | 1999-12-04 | 2000-11-29 | 5-(1-piperazinil)benzofuran-2-carboxiamida e processo para sua preparação por aminação catalisada por metal de transição. |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US6762300B2 (pt) |
| EP (1) | EP1233961B9 (pt) |
| JP (1) | JP4897174B2 (pt) |
| KR (1) | KR100759072B1 (pt) |
| CN (1) | CN1232519C (pt) |
| AR (1) | AR026677A1 (pt) |
| AT (1) | ATE299141T1 (pt) |
| AU (1) | AU783355B2 (pt) |
| BR (1) | BR0016149B1 (pt) |
| CA (1) | CA2393183C (pt) |
| CZ (1) | CZ300428B6 (pt) |
| DE (2) | DE19958496A1 (pt) |
| DK (1) | DK1233961T3 (pt) |
| ES (1) | ES2243347T3 (pt) |
| HU (1) | HU228841B1 (pt) |
| IL (2) | IL149974A0 (pt) |
| MX (1) | MXPA02005515A (pt) |
| MY (1) | MY127851A (pt) |
| NO (1) | NO327913B1 (pt) |
| PL (1) | PL199197B1 (pt) |
| PT (1) | PT1233961E (pt) |
| RU (1) | RU2266292C2 (pt) |
| SI (1) | SI1233961T1 (pt) |
| SK (1) | SK287467B6 (pt) |
| TW (1) | TWI290554B (pt) |
| UA (1) | UA76944C2 (pt) |
| WO (1) | WO2001040219A2 (pt) |
| ZA (1) | ZA200205326B (pt) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102006060597A1 (de) * | 2006-12-21 | 2008-06-26 | Merck Patent Gmbh | Verfahren zur Herstellung von Benzofuran-2-carboxamiden |
| EP2110374A1 (en) * | 2008-04-18 | 2009-10-21 | Merck Sante | Benzofurane, benzothiophene, benzothiazol derivatives as FXR modulators |
| EP2406243B1 (en) * | 2009-03-10 | 2014-05-07 | Takeda Pharmaceutical Company Limited | Benzofuran derivatives |
| CZ305317B6 (cs) * | 2011-12-20 | 2015-07-29 | Masarykova Univerzita | Způsob přímé mono-N-substituce piperazinu |
| WO2013168126A1 (en) | 2012-05-11 | 2013-11-14 | Dr.Reddys Laboratories Limited | Crystalline forms of vilazodone hydrochloride and vilazodone free base |
| CN102964323B (zh) * | 2012-11-13 | 2015-03-25 | 苏州永健生物医药有限公司 | 一种5-(哌嗪-1-基)苯并呋喃-2-甲酰胺的合成方法 |
| CN104045608B (zh) * | 2013-03-11 | 2016-06-01 | 天津药物研究院有限公司 | 一种取代哌嗪化合物及制备维拉佐酮中间体的方法 |
| CN103360374B (zh) * | 2013-07-12 | 2016-03-09 | 苏州永健生物医药有限公司 | 维拉唑酮及其盐的合成方法 |
| CN103965148B (zh) * | 2014-05-15 | 2016-04-06 | 北京北陆药业股份有限公司 | 一种5-(哌嗪-1-基)苯并呋喃-2-羧酸乙酯的合成方法 |
| CN105367525A (zh) * | 2014-08-28 | 2016-03-02 | 天津药物研究院 | 一种取代苯并呋喃-2-甲酰胺的制备方法 |
| CN113214200B (zh) * | 2021-05-26 | 2022-03-29 | 神隆医药(常熟)有限公司 | 一种以铜催化偶联反应制备维拉佐酮中间体的方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4210646A (en) * | 1978-04-11 | 1980-07-01 | Janssen Pharmaceutica N.V. | Antimicrobial compositions containing 1-(aryloxyphenyl)piperazines |
| EP0264730B1 (en) * | 1986-10-10 | 1993-07-14 | Konica Corporation | Silver halide photographic light-sensitive material to provide dye-image with improved color-fastness to light |
| RU2095355C1 (ru) * | 1993-07-12 | 1997-11-10 | Уральский научно-исследовательский институт технологии медицинских препаратов | Способ получения 1-нитрозо-4-метилпиперазина |
| DE19514567A1 (de) * | 1995-04-20 | 1996-10-24 | Merck Patent Gmbh | Benzofurane |
| US5929281A (en) * | 1996-04-19 | 1999-07-27 | Tosoh Corporation | Process for producing heterocyclic aromatic amine or arylamine |
| JP3161360B2 (ja) * | 1996-04-19 | 2001-04-25 | 東ソー株式会社 | アリールアミン類の製造方法 |
| DE19650213A1 (de) * | 1996-12-04 | 1998-06-10 | Hoechst Ag | Synthese von aromatischen Aminen aus Chloraromaten |
-
1999
- 1999-12-04 DE DE19958496A patent/DE19958496A1/de not_active Withdrawn
-
2000
- 2000-11-29 BR BRPI0016149-7A patent/BR0016149B1/pt not_active IP Right Cessation
- 2000-11-29 US US10/148,567 patent/US6762300B2/en not_active Expired - Lifetime
- 2000-11-29 DE DE50010680T patent/DE50010680D1/de not_active Expired - Lifetime
- 2000-11-29 IL IL14997400A patent/IL149974A0/xx unknown
- 2000-11-29 RU RU2002117421/04A patent/RU2266292C2/ru not_active IP Right Cessation
- 2000-11-29 DK DK00993257T patent/DK1233961T3/da active
- 2000-11-29 JP JP2001541903A patent/JP4897174B2/ja not_active Expired - Lifetime
- 2000-11-29 PL PL355227A patent/PL199197B1/pl unknown
- 2000-11-29 AT AT00993257T patent/ATE299141T1/de active
- 2000-11-29 UA UA2002075518A patent/UA76944C2/uk unknown
- 2000-11-29 CA CA002393183A patent/CA2393183C/en not_active Expired - Fee Related
- 2000-11-29 HU HU0203800A patent/HU228841B1/hu not_active IP Right Cessation
- 2000-11-29 KR KR1020027007022A patent/KR100759072B1/ko not_active Expired - Fee Related
- 2000-11-29 CZ CZ20021822A patent/CZ300428B6/cs not_active IP Right Cessation
- 2000-11-29 CN CNB00816701XA patent/CN1232519C/zh not_active Expired - Lifetime
- 2000-11-29 MX MXPA02005515A patent/MXPA02005515A/es active IP Right Grant
- 2000-11-29 AU AU28382/01A patent/AU783355B2/en not_active Expired
- 2000-11-29 SK SK745-2002A patent/SK287467B6/sk not_active IP Right Cessation
- 2000-11-29 WO PCT/EP2000/011980 patent/WO2001040219A2/de not_active Ceased
- 2000-11-29 SI SI200030744T patent/SI1233961T1/sl unknown
- 2000-11-29 PT PT00993257T patent/PT1233961E/pt unknown
- 2000-11-29 ES ES00993257T patent/ES2243347T3/es not_active Expired - Lifetime
- 2000-11-29 EP EP00993257A patent/EP1233961B9/de not_active Expired - Lifetime
- 2000-11-30 MY MYPI20005614A patent/MY127851A/en unknown
- 2000-12-01 AR ARP000106337A patent/AR026677A1/es active IP Right Grant
- 2000-12-02 TW TW089125682A patent/TWI290554B/zh not_active IP Right Cessation
-
2002
- 2002-06-02 IL IL149974A patent/IL149974A/en not_active IP Right Cessation
- 2002-06-03 NO NO20022620A patent/NO327913B1/no not_active IP Right Cessation
- 2002-07-03 ZA ZA200205326A patent/ZA200205326B/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B06A | Patent application procedure suspended [chapter 6.1 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 10 (DEZ) ANOS CONTADOS A PARTIR DE 22/02/2011, OBSERVADAS AS CONDICOES LEGAIS. |
|
| B21A | Patent or certificate of addition expired [chapter 21.1 patent gazette] |
Free format text: PATENTE EXTINTA EM 22.02.2021 |