ES2149687B1 - PROCEDURE FOR OBTAINING (+ -) - TRANS-4- (4-FLUOROPHENYL) -3-HYDROXIMETHYLPIPERIDINS AND SYNTHESIS INTERMEDIATES FOR THE SAME. - Google Patents
PROCEDURE FOR OBTAINING (+ -) - TRANS-4- (4-FLUOROPHENYL) -3-HYDROXIMETHYLPIPERIDINS AND SYNTHESIS INTERMEDIATES FOR THE SAME.Info
- Publication number
- ES2149687B1 ES2149687B1 ES9800757A ES9800757A ES2149687B1 ES 2149687 B1 ES2149687 B1 ES 2149687B1 ES 9800757 A ES9800757 A ES 9800757A ES 9800757 A ES9800757 A ES 9800757A ES 2149687 B1 ES2149687 B1 ES 2149687B1
- Authority
- ES
- Spain
- Prior art keywords
- obtaining
- fluorophenyl
- trans
- procedure
- hydroximethylpiperidins
- 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.)
- Expired - Fee Related
Links
- 239000000543 intermediate Substances 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- -1 4-FLUOROPHENYL Chemical class 0.000 title 1
- AHOUBRCZNHFOSL-YOEHRIQHSA-N (+)-Casbol Chemical compound C1=CC(F)=CC=C1[C@H]1[C@H](COC=2C=C3OCOC3=CC=2)CNCC1 AHOUBRCZNHFOSL-YOEHRIQHSA-N 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- AHOUBRCZNHFOSL-UHFFFAOYSA-N Paroxetine hydrochloride Natural products C1=CC(F)=CC=C1C1C(COC=2C=C3OCOC3=CC=2)CNCC1 AHOUBRCZNHFOSL-UHFFFAOYSA-N 0.000 abstract 1
- IBOPBHBOBJYXTD-JQWIXIFHSA-N [(3s,4r)-4-(4-fluorophenyl)piperidin-3-yl]methanol Chemical class OC[C@@H]1CNCC[C@H]1C1=CC=C(F)C=C1 IBOPBHBOBJYXTD-JQWIXIFHSA-N 0.000 abstract 1
- 230000001430 anti-depressive effect Effects 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229960002296 paroxetine Drugs 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
Procedimiento de obtención de (+) -trans-4-(4-fluorofenil)-3-hidroximetilpiperidinas e intermedios de síntesis para las mismas; los productos son de fórmula (I) (R es H o CH3 ) y el procedimiento se basa en la reducción de compuestos de fórmula (II) (R1 es H o CH3 y R2 un alquilo C1-C4 ). Estos productos de fórmula (I) son importantes intermedios para la obtención del antidepresivo paroxetina.Procedure for obtaining (+) -trans-4- (4-fluorophenyl) -3-hydroxymethylpiperidines and synthesis intermediates therefor; the products are of formula (I) (R is H or CH3) and the process is based on the reduction of compounds of formula (II) (R1 is H or CH3 and R2 a C1-C4 alkyl). These products of formula (I) are important intermediates for obtaining the antidepressant paroxetine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9800757A ES2149687B1 (en) | 1998-04-08 | 1998-04-08 | PROCEDURE FOR OBTAINING (+ -) - TRANS-4- (4-FLUOROPHENYL) -3-HYDROXIMETHYLPIPERIDINS AND SYNTHESIS INTERMEDIATES FOR THE SAME. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9800757A ES2149687B1 (en) | 1998-04-08 | 1998-04-08 | PROCEDURE FOR OBTAINING (+ -) - TRANS-4- (4-FLUOROPHENYL) -3-HYDROXIMETHYLPIPERIDINS AND SYNTHESIS INTERMEDIATES FOR THE SAME. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2149687A1 ES2149687A1 (en) | 2000-11-01 |
| ES2149687B1 true ES2149687B1 (en) | 2001-05-16 |
Family
ID=8303411
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES9800757A Expired - Fee Related ES2149687B1 (en) | 1998-04-08 | 1998-04-08 | PROCEDURE FOR OBTAINING (+ -) - TRANS-4- (4-FLUOROPHENYL) -3-HYDROXIMETHYLPIPERIDINS AND SYNTHESIS INTERMEDIATES FOR THE SAME. |
Country Status (1)
| Country | Link |
|---|---|
| ES (1) | ES2149687B1 (en) |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH636858A5 (en) * | 1977-01-17 | 1983-06-30 | Ciba Geigy Ag | METHOD FOR PRODUCING NEW PHENYLAZACYCLOAL CHANES. |
| EP0190496A3 (en) * | 1984-12-13 | 1987-05-27 | Beecham Group Plc | Piperidine derivatives having a gastro-intestinal activity |
| US5258517A (en) * | 1992-08-06 | 1993-11-02 | Sepracor, Inc. | Method of preparing optically pure precursors of paroxetine |
| GB9305175D0 (en) * | 1993-03-13 | 1993-04-28 | Smithkline Beecham Plc | Novel process |
| JP3446468B2 (en) * | 1996-04-15 | 2003-09-16 | 旭硝子株式会社 | Method for producing piperidine carbinols |
-
1998
- 1998-04-08 ES ES9800757A patent/ES2149687B1/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ES2149687A1 (en) | 2000-11-01 |
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| ES2149687B1 (en) | PROCEDURE FOR OBTAINING (+ -) - TRANS-4- (4-FLUOROPHENYL) -3-HYDROXIMETHYLPIPERIDINS AND SYNTHESIS INTERMEDIATES FOR THE SAME. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EC2A | Search report published |
Date of ref document: 20001101 Kind code of ref document: A1 Effective date: 20001101 |
|
| FD1A | Patent lapsed |
Effective date: 20101018 |