ATE68783T1 - Verfahren zur enantiospezifischen herstellung von s-2-ethylamino-1-(3-trifluoromethylphenyl)propan. - Google Patents
Verfahren zur enantiospezifischen herstellung von s-2-ethylamino-1-(3-trifluoromethylphenyl)propan.Info
- Publication number
- ATE68783T1 ATE68783T1 AT88401067T AT88401067T ATE68783T1 AT E68783 T1 ATE68783 T1 AT E68783T1 AT 88401067 T AT88401067 T AT 88401067T AT 88401067 T AT88401067 T AT 88401067T AT E68783 T1 ATE68783 T1 AT E68783T1
- Authority
- AT
- Austria
- Prior art keywords
- ethylamino
- trifluoromethylphenyl
- enantiospecific
- propane
- benzyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 title 1
- DBGIVFWFUFKIQN-VIFPVBQESA-N (+)-Fenfluramine Chemical compound CCN[C@@H](C)CC1=CC=CC(C(F)(F)F)=C1 DBGIVFWFUFKIQN-VIFPVBQESA-N 0.000 abstract 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- KAAXZCCLCKIMAI-NSHDSACASA-N (2s)-n-benzyl-1-chloro-n-ethylpropan-2-amine Chemical compound ClC[C@H](C)N(CC)CC1=CC=CC=C1 KAAXZCCLCKIMAI-NSHDSACASA-N 0.000 abstract 1
- XYXGNYRGCNWUAF-HNNXBMFYSA-N (2s)-n-benzyl-n-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine Chemical compound CCN([C@@H](C)CC=1C=C(C=CC=1)C(F)(F)F)CC1=CC=CC=C1 XYXGNYRGCNWUAF-HNNXBMFYSA-N 0.000 abstract 1
- BKMMTJMQCTUHRP-VKHMYHEASA-N (S)-2-aminopropan-1-ol Chemical compound C[C@H](N)CO BKMMTJMQCTUHRP-VKHMYHEASA-N 0.000 abstract 1
- WSWOKFODOPIESP-UHFFFAOYSA-M [Br-].FC(F)(F)C1=CC=CC([Mg+])=C1 Chemical compound [Br-].FC(F)(F)C1=CC=CC([Mg+])=C1 WSWOKFODOPIESP-UHFFFAOYSA-M 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000006264 debenzylation reaction Methods 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/08—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with only one hydroxy group and one amino group bound to the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8710020A FR2618148B1 (fr) | 1987-07-16 | 1987-07-16 | Nouveau procede de preparation enantiospecifique du (s) ethylamino-2 (trifluoromethyl-3 phenyl)-1 propane |
| EP88401067A EP0301925B1 (de) | 1987-07-16 | 1988-05-03 | Verfahren zur enantiospezifischen Herstellung von S-2-ethylamino-1-(3-trifluoromethyl-phenyl)propan |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE68783T1 true ATE68783T1 (de) | 1991-11-15 |
Family
ID=9353184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT88401067T ATE68783T1 (de) | 1987-07-16 | 1988-05-03 | Verfahren zur enantiospezifischen herstellung von s-2-ethylamino-1-(3-trifluoromethylphenyl)propan. |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0301925B1 (de) |
| AT (1) | ATE68783T1 (de) |
| AU (1) | AU602101B2 (de) |
| DE (1) | DE3865765D1 (de) |
| DK (1) | DK172313B1 (de) |
| ES (1) | ES2009944A6 (de) |
| FR (1) | FR2618148B1 (de) |
| GR (1) | GR1002241B (de) |
| IE (1) | IE59990B1 (de) |
| NZ (1) | NZ224499A (de) |
| OA (1) | OA08845A (de) |
| PT (1) | PT88011B (de) |
| ZA (1) | ZA883484B (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1292595B1 (it) * | 1997-06-03 | 1999-02-08 | Alfa Chem Ital | Processo per la produzione della dexfenfluramina cloridrato. |
| EP3170807B1 (de) | 2015-11-23 | 2019-12-11 | Frau Pharma S.r.l. | Neues verfahren zur synthese von fenfluramin |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH204708A (de) * | 1937-07-21 | 1939-05-15 | Chem Fab Vormals Sandoz | Verfahren zur Darstellung eines Aminoalkohols. |
| US3198834A (en) * | 1964-07-27 | 1965-08-03 | Snc Science Union Et Compagnie | Optical isomers of trifluoromethylated phenethylamines |
| US3792048A (en) * | 1970-10-29 | 1974-02-12 | Pacific Res Labor | Process for hydrolyzing 3-trifluoromethyl phenethylamines |
-
1987
- 1987-07-16 FR FR8710020A patent/FR2618148B1/fr not_active Expired
-
1988
- 1988-05-03 AT AT88401067T patent/ATE68783T1/de not_active IP Right Cessation
- 1988-05-03 EP EP88401067A patent/EP0301925B1/de not_active Expired - Lifetime
- 1988-05-03 DE DE8888401067T patent/DE3865765D1/de not_active Expired - Lifetime
- 1988-05-04 IE IE133588A patent/IE59990B1/en not_active IP Right Cessation
- 1988-05-05 NZ NZ224499A patent/NZ224499A/xx unknown
- 1988-05-05 GR GR880100293A patent/GR1002241B/el not_active IP Right Cessation
- 1988-05-11 OA OA59350A patent/OA08845A/xx unknown
- 1988-05-17 ZA ZA883484A patent/ZA883484B/xx unknown
- 1988-06-22 ES ES8801937A patent/ES2009944A6/es not_active Expired
- 1988-07-05 DK DK373888A patent/DK172313B1/da not_active IP Right Cessation
- 1988-07-15 PT PT88011A patent/PT88011B/pt active IP Right Grant
- 1988-07-15 AU AU19083/88A patent/AU602101B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| DK172313B1 (da) | 1998-03-16 |
| GR1002241B (en) | 1996-04-22 |
| AU1908388A (en) | 1989-01-19 |
| FR2618148B1 (fr) | 1989-10-27 |
| GR880100293A (el) | 1989-04-12 |
| EP0301925B1 (de) | 1991-10-23 |
| DE3865765D1 (de) | 1991-11-28 |
| PT88011A (pt) | 1989-06-30 |
| OA08845A (fr) | 1989-03-31 |
| IE881335L (en) | 1989-01-16 |
| FR2618148A1 (fr) | 1989-01-20 |
| NZ224499A (en) | 1990-07-26 |
| EP0301925A1 (de) | 1989-02-01 |
| PT88011B (pt) | 1995-03-01 |
| ES2009944A6 (es) | 1989-10-16 |
| AU602101B2 (en) | 1990-09-27 |
| DK373888A (da) | 1989-01-17 |
| ZA883484B (en) | 1988-11-21 |
| IE59990B1 (en) | 1994-05-18 |
| DK373888D0 (da) | 1988-07-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| REN | Ceased due to non-payment of the annual fee |