IT1260506B - Processo per la preparazione di eseretolo - Google Patents
Processo per la preparazione di eseretoloInfo
- Publication number
- IT1260506B IT1260506B ITMI921348A ITMI921348A IT1260506B IT 1260506 B IT1260506 B IT 1260506B IT MI921348 A ITMI921348 A IT MI921348A IT MI921348 A ITMI921348 A IT MI921348A IT 1260506 B IT1260506 B IT 1260506B
- Authority
- IT
- Italy
- Prior art keywords
- eserethol
- preparation process
- formula
- preparation
- hexeretol
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title abstract 2
- KQWOEHQIZVGMMT-CABCVRRESA-N (3ar,8bs)-7-ethoxy-3,4,8b-trimethyl-2,3a-dihydro-1h-pyrrolo[2,3-b]indole Chemical compound C12=CC(OCC)=CC=C2N(C)[C@@H]2[C@@]1(C)CCN2C KQWOEHQIZVGMMT-CABCVRRESA-N 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 abstract 2
- ZFIQGRISGKSVAG-UHFFFAOYSA-N 4-methylaminophenol Chemical compound CNC1=CC=C(O)C=C1 ZFIQGRISGKSVAG-UHFFFAOYSA-N 0.000 abstract 1
- YQPARKFXCYFIBD-UHFFFAOYSA-N 5-hydroxy-1,3-dimethyl-3h-indol-2-one Chemical compound C1=C(O)C=C2C(C)C(=O)N(C)C2=C1 YQPARKFXCYFIBD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/24—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C233/25—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Enzymes And Modification Thereof (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Catalysts (AREA)
Abstract
Si descrive un procedimento per la preparazione di 1,3-dimetil-5 iídrossi-ossindolo di formula II: (FORMULA II) che comprende la reazione di 4-(N-metilammino)fenolo con 2-alogeno-propionilcloruro e ciclizzazione del composto ottenuto in presenza di acidi di Lewis, e la sua conversione in eseretolo.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI921348A IT1260506B (it) | 1992-06-01 | 1992-06-01 | Processo per la preparazione di eseretolo |
| CA002136972A CA2136972A1 (en) | 1992-06-01 | 1993-05-28 | A process for the preparation of eserethole |
| PCT/EP1993/001353 WO1993024455A1 (en) | 1992-06-01 | 1993-05-28 | A process for the preparation of eserethole |
| JP6500208A JPH07507286A (ja) | 1992-06-01 | 1993-05-28 | エセレトールの製造方法 |
| US08/347,419 US5519144A (en) | 1992-06-01 | 1993-05-28 | Process for the Preparation of Eserethole |
| EP93912826A EP0643694A1 (en) | 1992-06-01 | 1993-05-28 | A process for the preparation of eserethole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI921348A IT1260506B (it) | 1992-06-01 | 1992-06-01 | Processo per la preparazione di eseretolo |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| ITMI921348A0 ITMI921348A0 (it) | 1992-06-01 |
| ITMI921348A1 ITMI921348A1 (it) | 1993-12-01 |
| IT1260506B true IT1260506B (it) | 1996-04-09 |
Family
ID=11363432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ITMI921348A IT1260506B (it) | 1992-06-01 | 1992-06-01 | Processo per la preparazione di eseretolo |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5519144A (it) |
| EP (1) | EP0643694A1 (it) |
| JP (1) | JPH07507286A (it) |
| CA (1) | CA2136972A1 (it) |
| IT (1) | IT1260506B (it) |
| WO (1) | WO1993024455A1 (it) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5449788A (en) * | 1994-01-28 | 1995-09-12 | Catalytica, Inc. | Process for preparing 2-oxindole-1-carboxamides |
| US6596870B2 (en) | 2000-07-13 | 2003-07-22 | Brandeis University | Asymmetric synthetic methods based on phase transfer catalysis |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4791107A (en) * | 1986-07-16 | 1988-12-13 | Hoechst-Roussel Pharmaceuticals, Inc. | Memory enhancing and analgesic 1,2,3,3A,8,8A-hexahydro-3A,8 (and) 1,3A,8)-di(and tri)methylpyrrolo(2,3-B)indoles, compositions and use |
| US5206260A (en) * | 1991-11-07 | 1993-04-27 | Merck & Co., Inc. | Hexahydropyrrolo[2,3-b]indole derivatives |
-
1992
- 1992-06-01 IT ITMI921348A patent/IT1260506B/it active IP Right Grant
-
1993
- 1993-05-28 EP EP93912826A patent/EP0643694A1/en not_active Withdrawn
- 1993-05-28 JP JP6500208A patent/JPH07507286A/ja active Pending
- 1993-05-28 WO PCT/EP1993/001353 patent/WO1993024455A1/en not_active Ceased
- 1993-05-28 US US08/347,419 patent/US5519144A/en not_active Expired - Lifetime
- 1993-05-28 CA CA002136972A patent/CA2136972A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| EP0643694A1 (en) | 1995-03-22 |
| WO1993024455A1 (en) | 1993-12-09 |
| CA2136972A1 (en) | 1993-12-09 |
| US5519144A (en) | 1996-05-21 |
| ITMI921348A1 (it) | 1993-12-01 |
| JPH07507286A (ja) | 1995-08-10 |
| ITMI921348A0 (it) | 1992-06-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 0001 | Granted | ||
| TA | Fee payment date (situation as of event date), data collected since 19931001 |
Effective date: 19970626 |