ES2009807B3 - Procedimiento para la preparacion de derivados del hidroxi-4 indol. - Google Patents
Procedimiento para la preparacion de derivados del hidroxi-4 indol.Info
- Publication number
- ES2009807B3 ES2009807B3 ES86870165T ES86870165T ES2009807B3 ES 2009807 B3 ES2009807 B3 ES 2009807B3 ES 86870165 T ES86870165 T ES 86870165T ES 86870165 T ES86870165 T ES 86870165T ES 2009807 B3 ES2009807 B3 ES 2009807B3
- Authority
- ES
- Spain
- Prior art keywords
- radical
- alkyl
- see diagramm
- alkoxy
- branched
- 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
Links
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 title 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- NLMQHXUGJIAKTH-UHFFFAOYSA-N 4-hydroxyindole Chemical class OC1=CC=CC2=C1C=CN2 NLMQHXUGJIAKTH-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- JEVCWSUVFOYBFI-UHFFFAOYSA-N cyanyl Chemical compound N#[C] JEVCWSUVFOYBFI-UHFFFAOYSA-N 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000006239 protecting group Chemical group 0.000 abstract 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- -1 N-protected indole Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000003444 phase transfer catalyst Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
Classifications
-
- 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
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- 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
- C07D405/12—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 linked by a chain containing hetero atoms as chain links
-
- 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)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
LA INVENCION SE REFIERE A NUEVOS DERIVADOS DE HIDROXI-4INDOLE DE FORMULA GENERAL (I) EN LA QUE R REPRESENTA UN AGRUPAMIENTO PROTECTOR LABIL Y R1 PUEDE REPRESENTAR HIDROGENO, UN RADICAL ALQUILO, LINEAL O RAMIFICADO, HABIENDO DE 1 A 6 ATOMOS DE CARBONO, UN RADICAL CICLOALQUILO HABIENDO DE 3 A 6 ATOMOS DE CARBONO, UN RADICAL ALCOXI INFERIOR, UN RADICAL HIDROXIALQUILO INFERIOR, UN RADICAL (ALCOXI INFERIOR), ALQUILO INFERIOR, UN RADICAL FENIL, EVENTUALMENTE SUSTITUIDO POR UN ATOMO DE HALOGENO O POR UN RADICAL ALQUILO INFERIOR O ALCOXI INFERIOR, UN RADICAL CIANO, UN RADICAL DE FORMULA (II) EN EL QUE: R2 Y R3, IDENTICOS O DIFERENTES, REPRESENTAN CADA UNO HIDROGENO O UN RADICAL ALQUILO INFERIOR, R4 REPRESENTA HIDROXI, UN RADICAL ALQUILO INFERIOR O ALCOXI INFERIOR O UN RADICAL EN EL QUE R2 Y R3 TIENEN EL MISMO SIGNIFICADO QUE ANTERIORMENTE, R5 REPRESENTA UN RADICAL ALQUILO INFERIOR, ALK REPRESENTA UN ENLACE SIMPLE O UN RADICAL ALQUILENO, LINEAL O RAMIFICADO, HABIENDO DE 1 A 4 ATOMOS DE CARBONO. LOS DERIVADOS DE HIDROXI-4INDOLE SON UTILES COMO INTERMEDIARIOS DE SINTESIS PARTICULARMENTE PARA LA PREPARACION DE DERIVADOS DE (AMINO -3 HIDROXI-2 PROPOXI)-4INDOLE.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8516676A FR2589863B1 (fr) | 1985-11-12 | 1985-11-12 | Derives d'hydroxy-4 indole, leur procede de preparation et leur utilisation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2009807B3 true ES2009807B3 (es) | 1989-10-16 |
Family
ID=9324703
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES86870165T Expired ES2009807B3 (es) | 1985-11-12 | 1986-11-06 | Procedimiento para la preparacion de derivados del hidroxi-4 indol. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4977274A (es) |
| EP (1) | EP0228356B1 (es) |
| JP (1) | JPS62114960A (es) |
| AT (1) | ATE45157T1 (es) |
| DE (1) | DE3664771D1 (es) |
| ES (1) | ES2009807B3 (es) |
| FR (1) | FR2589863B1 (es) |
| GR (1) | GR3000120T3 (es) |
| PT (1) | PT83693B (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1569638B1 (en) * | 2002-12-03 | 2007-09-05 | F. Hoffmann-La Roche Ag | Aminoalkoxyindoles as 5-ht6-receptor ligands for the treatment of cns-disorders |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3471515A (en) * | 1965-02-01 | 1969-10-07 | Sandoz Ag | (2-hydroxy-3-substituted aminopropoxy)indoles |
| US4235695A (en) * | 1977-12-09 | 1980-11-25 | Diamond Shamrock Technologies S.A. | Novel electrodes and their use |
| EP0005828B1 (de) * | 1978-06-06 | 1981-03-11 | Hoechst Aktiengesellschaft | Neue substituierte Phenylpiperazinderivate, diese enthaltende Arzneimittel und Verfahren zu deren Herstellung |
| EP0013878A1 (en) * | 1979-01-18 | 1980-08-06 | Sandoz Ag | 3-Aminopropoxyaryl derivatives, their preparation and pharmaceutical compositions containing them |
| FR2459792A1 (fr) * | 1979-06-27 | 1981-01-16 | Rhone Poulenc Ind | Procede de preparation de derives benzeniques par reaction d'un halogenobenzene active avec un reactif organique anionique oxygene ou soufre |
| EP0025111B1 (en) * | 1979-08-10 | 1984-07-25 | Sandoz Ag | 3-aminopropoxyaryl derivatives, their preparation and pharmaceutical compositions containing them |
| FR2463765A1 (fr) * | 1979-08-17 | 1981-02-27 | Clin Midy | Nouveaux derives de l'indole actifs sur le systeme cardiovasculaire |
| JPS57142969A (en) * | 1981-02-27 | 1982-09-03 | Nissan Chem Ind Ltd | Substituted indole |
-
1985
- 1985-11-12 FR FR8516676A patent/FR2589863B1/fr not_active Expired
-
1986
- 1986-11-06 DE DE8686870165T patent/DE3664771D1/de not_active Expired
- 1986-11-06 EP EP86870165A patent/EP0228356B1/fr not_active Expired
- 1986-11-06 ES ES86870165T patent/ES2009807B3/es not_active Expired
- 1986-11-06 AT AT86870165T patent/ATE45157T1/de not_active IP Right Cessation
- 1986-11-07 PT PT83693A patent/PT83693B/pt not_active IP Right Cessation
- 1986-11-11 JP JP61269484A patent/JPS62114960A/ja active Pending
-
1989
- 1989-08-03 GR GR89400206T patent/GR3000120T3/el unknown
- 1989-08-28 US US07/398,922 patent/US4977274A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| PT83693A (en) | 1986-12-01 |
| US4977274A (en) | 1990-12-11 |
| DE3664771D1 (en) | 1989-09-07 |
| FR2589863B1 (fr) | 1988-07-29 |
| EP0228356B1 (fr) | 1989-08-02 |
| JPS62114960A (ja) | 1987-05-26 |
| FR2589863A1 (fr) | 1987-05-15 |
| ATE45157T1 (de) | 1989-08-15 |
| PT83693B (pt) | 1989-06-30 |
| GR3000120T3 (en) | 1990-11-29 |
| EP0228356A1 (fr) | 1987-07-08 |
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