AR012661A1 - PROCESS FOR OBTAINING SERTINDOL: 1- [2- [4- [5-CHLORO-1 (4-FLUORFENIL) -1H-INDOL-3-IL] -1-PIPERIDINIL] ETIL] -2-IMIDAZOLIDINONE AND PROCESSES TO PREPARE INTERMEDIARIES. - Google Patents
PROCESS FOR OBTAINING SERTINDOL: 1- [2- [4- [5-CHLORO-1 (4-FLUORFENIL) -1H-INDOL-3-IL] -1-PIPERIDINIL] ETIL] -2-IMIDAZOLIDINONE AND PROCESSES TO PREPARE INTERMEDIARIES.Info
- Publication number
- AR012661A1 AR012661A1 ARP980102090A AR012661A1 AR 012661 A1 AR012661 A1 AR 012661A1 AR P980102090 A ARP980102090 A AR P980102090A AR 012661 A1 AR012661 A1 AR 012661A1
- Authority
- AR
- Argentina
- Prior art keywords
- chloro
- indole
- imidazolidinone
- sertindole
- fluorophenyl
- Prior art date
Links
Landscapes
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Un proceso para la obtencion de sertindol, el cual es una droga antipsicotica. Dicho proceso comprende la preparacion de N-(4-fluorfenil)-N-(2-carboxi-4-clorofenil)glicina haciendo reaccionar una sal de metal alcalino del ácido 2,5-dic lorobenzoico con una sal de metal alcalino de N-(4-fluorfenil)glicina en un medio alcalino acuoso en presencia de un catalizador de cobre; ciclando la N-4-(flourfenil)-N-(2-carboxi-4-clorofenil)glicina de modo deformar el correspondiente 3-acetoxi -indol; reduciendo el 3-acetoxi-indol y luego eliminando el H2O de modo de obtener 5-cloro-1-(4-fluorofenil)indol, elcual se hace reaccionar con 4-piperidona, en una mezcla de ácido acético y HCI concentrado; reduciendo el 5-cloro-1-(4- fluorfen il)-3-(1,2,3,6-tetrahidropiridin-4-il)indol y haciendo reaccionar este compuesto con 1-(2- cloroetil-2-imidazolidinona, a fin de obtener sertindol. En forma alternativa,el 5-cloro-1-(4-fluorofenil)-3-(1,2,3,6-tetrahidropiridin-4)indolpuede prime ro reaccionar con 1-(2-cloroetil)-2-imidazolidinona y luego se puede reducir elproducto a fin de obtener sertindol. Este proceso utiliza reactivos y solventes que son utiles y pueden utilizarse para la fabricacion a gran escala.Además,se obtienen bu enos rendimientos totales.A process for obtaining sertindole, which is an antipsychotic drug. Said process comprises the preparation of N- (4-fluorphenyl) -N- (2-carboxy-4-chlorophenyl) glycine by reacting an alkali metal salt of 2,5-dic lorobenzoic acid with an alkali metal salt of N- (4-fluorophenyl) glycine in an aqueous alkaline medium in the presence of a copper catalyst; cycling the N-4- (flourphenyl) -N- (2-carboxy-4-chlorophenyl) glycine so as to deform the corresponding 3-acetoxy-indole; reducing 3-acetoxy-indole and then removing H2O so as to obtain 5-chloro-1- (4-fluorophenyl) indole, which is reacted with 4-piperidone, in a mixture of acetic acid and concentrated HCI; reducing 5-chloro-1- (4- fluorphenyl) -3- (1,2,3,6-tetrahydropyridin-4-yl) indole and reacting this compound with 1- (2- chloroethyl-2-imidazolidinone, in order to obtain sertindole. Alternatively, 5-chloro-1- (4-fluorophenyl) -3- (1,2,3,6-tetrahydropyridin-4) indole can first react with 1- (2-chloroethyl) -2-imidazolidinone and then the product can be reduced to obtain sertindole.This process uses reagents and solvents that are useful and can be used for large-scale manufacturing.In addition, good total yields are obtained.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK53697 | 1997-05-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR012661A1 true AR012661A1 (en) | 2000-11-08 |
Family
ID=8094655
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP980102090 AR012661A1 (en) | 1997-05-09 | 1998-05-05 | PROCESS FOR OBTAINING SERTINDOL: 1- [2- [4- [5-CHLORO-1 (4-FLUORFENIL) -1H-INDOL-3-IL] -1-PIPERIDINIL] ETIL] -2-IMIDAZOLIDINONE AND PROCESSES TO PREPARE INTERMEDIARIES. |
Country Status (13)
| Country | Link |
|---|---|
| AR (1) | AR012661A1 (en) |
| CA (1) | CA2486883C (en) |
| CO (1) | CO4950521A1 (en) |
| DZ (1) | DZ2483A1 (en) |
| IL (1) | IL156180A0 (en) |
| IN (3) | IN187834B (en) |
| JO (1) | JO2015B1 (en) |
| MA (1) | MA25584A1 (en) |
| MY (1) | MY124162A (en) |
| PE (1) | PE73199A1 (en) |
| TN (1) | TNSN98063A1 (en) |
| TW (1) | TW487692B (en) |
| ZA (1) | ZA983726B (en) |
-
1998
- 1998-04-27 MY MYPI9801885 patent/MY124162A/en unknown
- 1998-05-01 IN IN948MA1998 patent/IN187834B/en unknown
- 1998-05-04 ZA ZA983726A patent/ZA983726B/en unknown
- 1998-05-04 CO CO98024289A patent/CO4950521A1/en unknown
- 1998-05-05 DZ DZ980094A patent/DZ2483A1/en active
- 1998-05-05 AR ARP980102090 patent/AR012661A1/en active IP Right Grant
- 1998-05-07 CA CA002486883A patent/CA2486883C/en not_active Expired - Fee Related
- 1998-05-07 IL IL15618098A patent/IL156180A0/en not_active IP Right Cessation
- 1998-05-07 JO JO19982015A patent/JO2015B1/en active
- 1998-05-08 PE PE00035498A patent/PE73199A1/en not_active Application Discontinuation
- 1998-05-08 TN TNTNSN98063A patent/TNSN98063A1/en unknown
- 1998-05-11 MA MA25070A patent/MA25584A1/en unknown
- 1998-07-02 TW TW87110712A patent/TW487692B/en not_active IP Right Cessation
-
2000
- 2000-09-08 IN IN777MA2000 patent/IN190902B/en unknown
- 2000-09-18 IN IN776MA2000 patent/IN192270B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IN192270B (en) | 2004-03-27 |
| PE73199A1 (en) | 1999-08-09 |
| TNSN98063A1 (en) | 2005-03-15 |
| IN187834B (en) | 2002-06-29 |
| ZA983726B (en) | 1998-11-24 |
| CO4950521A1 (en) | 2000-09-01 |
| DZ2483A1 (en) | 2004-09-05 |
| TW487692B (en) | 2002-05-21 |
| MA25584A1 (en) | 2002-12-31 |
| IL156180A0 (en) | 2003-12-23 |
| CA2486883A1 (en) | 1998-11-19 |
| MY124162A (en) | 2006-06-30 |
| IN190902B (en) | 2003-08-30 |
| JO2015B1 (en) | 1999-05-15 |
| CA2486883C (en) | 2009-04-28 |
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| FG | Grant; registration |